EXCIPIENTS. EXCELLENCE IN OLEOCHEMICAL EXCIPIENTS AND APIs PHARMA. IOI Oleo GmbH

Transcription

1 EXCIPIENTS EXCELLENCE IN OLEOCHEMICAL EXCIPIENTS AND APIs IOI Oleo GmbH PHARMA

2 Contents EXCIPIENTS... 5 Liquid lipids... 6 Solid triglycerides... 8 Partial glycerides Emulsifiers Specialties Register of chemical/monograph names Register of trademarks and product names Abbreviations: CEP = Certificate of suitability to the monographs of the European Pharmacopoeia CFR = Code of Federal Regulations DAB = Deutsches Arzneibuch DMF = Drug Master File JPE = Japanese Pharmaceutical Excipients Ph. Eur. = European Pharmacopoeia USP-NF = United States Pharmacopeia-National Formulary B.P. = British Pharmacopoeia FCC = Food Chemicals Codex September 2017 HLB = Hydrophilic Lipophilic Balance GRAS = Generally Recognized As Safe Contents 3

3 EXCIPIENTS We have gathered our activities for the pharmaceutical industry under the umbrella of IOI OLEOCHEMICAL PHARMA, with a strong commitment to quality and regulatory leadership in pharmaceutical oleochemicals. Our pharmaceutical excipients for topical, oral, and rectal applications as well as our oleochemical-based active pharmaceutical ingredients for enteral and parenteral applications have been enjoying a good reputation for decades. The WITEPSOL product range with its different types is the worldwide leading market standard for suppository bases (adeps solidus). Our MIGLYOL brand comprises our MCT oil as well as related C8-C10 fatty acid esters. The IMWITOR product family provides functionalized lipids for drug delivery systems. With DYNASAN, we offer monoacid triglycerides for various applications requiring precise physico-chemical characteristics. Highest quality standards are continuously improved and controlled by the relevant German authority and US-FDA as well as throughout regular customer audits by multinational companies. Our strict commitment to quality is confirmed by the repeated granting of EU-GMP certification as well as repeated US-FDA approval, the last of which took place during the first half of 2015 in Witten. Together with the first CEP ever granted for MCT, several type IV DMFs as well as one type II DMF submitted to the US Food and Drug Administration, we demonstrate our self-conception as one of the leaders in quality and regulatory affairs for oleochemical specialities in pharmaceutical applications. Our expert team with decades of experience will be happy to provide you with individual solutions for your pharmaceutical formulations. 4 Contents EXCIPIENTS 5

4 1 Liquid lipids Liquid lipids are fatty acid esters. They are neutral carriers for various pharmaceutical applications. Because of their polarity, they exhibit superior solvent characteristics for some active drugs (compared to hydrocarbons). Chemical description/monograph name Listed in Appearance Viscosity mpa s 20 C Properties and applications MIGLYOL 808 Tricaprylin ~ 23 Neutral, stable, penetration enhancer, drug carrier, dermal and oral use, solvent. MIGLYOL 810 N Triglycerides, Medium-Chain Ph. Eur., USP-NF, JPE, US DMF Type IV, No. 800 ~ 28 Neutral, stable, penetration enhancer, drug carrier, solvent, oral use, dermal use. MIGLYOL 812 N Drug Substance Triglycerides, Medium-Chain Ph. Eur., USP-NF, JPE, CEP R0-CEP Rev 01, US DMF Type II, No ~ 30 Lipid component in parenteral nutrition. Neutral, stable, solubilizer and carrier for oil-soluble actives. MIGLYOL 812 N Excipient Triglycerides, Medium-Chain Ph. Eur., USP-NF, JPE, US DMF Type IV, No. 800 ~ 30 Neutral, stable, penetration enhancer, drug carrier as well as solvent for oral and dermal use. MIGLYOL 818 Caprylic/Capric/Linoleic Triglyceride ~ 31 Neutral, stable, drug carrier, oral and dermal use. The oil is stabilized with an antioxidant. MIGLYOL 829 Caprylic/Capric/Succinic Triglyceride Light yellowish oily liquid ~ 260 Neutral, stable oil of high viscosity and with a density of ~ 1.01, based on MCT and succinic acid. Superfatting agent and emulsion stabilizer. Propylene Glycol Dicaprylocaprate Ph. Eur., USP-NF ~ 11 Oil component, high spreading emollient with low viscosity. Acetylated Monoglycerides GRAS acc. to 21 CFR sect ~ 30 Food grade softener, plasticizer and solvent. Stable hydrophilic oil. Ph. Eur. Slightly yellowish oily liquid ~ 11 Fast spreading emollient, refatting agent. Yellowish liquid syrup ~ Liquid lanolin substitute, adhesive to skin and wet mucous membranes, suitable for wound dressing systems and irritated skin, non-occlusive. Product C8 /C10 Triglycerides C8 /C10 Esters MIGLYOL 840 Other Esters DYNACET 285 MIGLYOL 128 SOFTISAN 645 NON-GMP Cocoyl Caprylocaprate Bis-Diglyceryl Polyacyladipate-1 * Almost colorless and odorless. 6 Liquid lipids Liquid lipids 7

5 2 Solid triglycerides Apart from suppository manufacturing, solid triglycerides (hard fats) are used as carriers in capsule fillings, implants, ointments, creams, and in dental products. They also act as surface treatment and binder in tablets. Solid triglycerides are manufactured through direct esterification of glycerol with defined fatty acid blends and have there fore precise properties regarding melting point, hydrophilicity (hydroxyl value) and consistency. All suppository hard fats have a low content of medium-chain fatty acids (C 8 /C 10 ) except the softer adjusted WITEPSOL H 35. Product Chemical description/monograph name Listed in Melting Point C Hydroxyl value mg KOH/g Properties and applications Hard fat suppository bases WITEPSOL H 5 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL H 12 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL H 15 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL H 19 Hard Fat + Glyceryl Ricinoleate* (stabilized) WITEPSOL H 32 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL H 35 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL H 37 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No max. 5 WITEPSOL H grades (except H 19) are hard fats with a low hydroxyl value of max They comprise mainly of triglycerides with portions of max. 15% of diglycerides and max. 1% of monoglycerides WITEPSOL H 19 is a hard fat containing certain amounts of Glyceryl Ricinoleate* (stabilized) which lead to a slightly higher hydroxyl value compared to the other H grades They are characterized by a small gap between melting and solidification temperatures, showing a low tendency towards posthardening (polymorphism) max. 3 Shock cooling should be avoided because of their brittleness max max. 3 WITEPSOL W WITEPSOL W 25 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL W 32 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL W 35 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL W 45 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No WITEPSOL W grades are hard fats with hydroxyl values between 20 and 50. They comprise a mixture of 65 80% of triglycerides, 10 35% of diglycerides and 1 5% of monoglycerides. Correspondingly, they have a wider gap between melting and solidification temperatures and are therefore more insensitive (elastic) to shock cooling. They solidify more slowly. The amount of partial glycerides delays the sedimentation of solid active ingredients and promotes wetting of mucous membranes. WITEPSOL S WITEPSOL S 51 WITEPSOL S 55 + Glyceryl Ricinoleate* (stabilized) + Beeswax US DMF No. 420 US DMF No ~ 35** WITEPSOL S grades contain special additives. They are suitable for manufacturing vaginal and rectal preparations, requiring a more intensive wetting of mucosae, a greater dispersability, or an enhanced absorption. They all contain an ethoxylated emulsifier which makes them suitable for use in aqueous or ethanolic/aqueous active ingredients (emulsion suppositories). WITEPSOL S 58 + Glyceryl Ricinoleate* (stabilized) US DMF No * Compound contains unsaturated components; interactions with oxygen must be considered. ** Due to additive beeswax, determination of solidification point is recommended. 8 Solid triglycerides Solid triglycerides 9

6 2 Solid triglycerides (continued) Important selection criteria are melting point and hydroxyl value. During formulation development, the tendency to the posthardening (polymorphism) effect should be considered. Our technical application department in Witten will be glad to advise you. Product Chemical description/monograph name Listed in Melting Point C Hydroxyl value mg KOH/g Properties and applications Hard fat suppository bases WITEPSOL E 75 Hard Fat + Beeswax US DMF No. 420 WITEPSOL E 76 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 WITEPSOL E 85 Hard Fat, Adeps solidus Ph. Eur., USP-NF, JPE, US DMF No. 420 ~ 38* * max. 15 WITEPSOL E grades are hard fats with a melting range above body temperature. They can be used to raise the melting point if active ingredients are processed which will decrease the melting point SOFTISAN 378 Hard Fat, Adeps solidus Ph. Eur., USP-NF ~ Hard fat with softer consistency, similar to natural lard, but stable, odorless, emollient in creams, capsule filling mass. Triglycerides with higher melting point DYNASAN 110* Tricaprin DYNASAN 112 * Trilaurin DYNASAN 114 Trimyristin DYNASAN 116 Tripalmitin DYNASAN 118 Glyceryl Tristearate USP-NF, GRAS acc. to CFR 21 sect DYNASAN P 60 (F) NON-GMP Hydrogenated Palm Oil USP-NF SOFTISAN 154 Hydrogenated Palm Oil max. 10 In powders as fast-melting component and to prevent clumping max. 10 In ointments and creams as body-imparting and structure-forming component max. 10 A high melting point lipid for use in modified/sustained release in oral solid dosage matrices. Effective lubricant for tablets/capsules max. 10 A high melting point lipid for use in modified/sustained release in oral solid dosage matrices. Effective lubricant for tablets/capsules. Hot melt extrusion, hot melt coating, solid lipid max. 5 nanoparticles max. 10 Palmitic/stearic triglycerides, suitable for hot melt coating, USP type I max. 10 Suitable for hot melt coating, similar to hydrogenated vegetable oil. * Available on demand only, but can be offered in sample volumes. ** Due to additive beeswax, determination of solidification point is recommended. 10 Solid triglycerides (continued) Solid triglycerides (continued) 11

7 3 Partial glycerides Partial glycerides are esters of glycerol with fatty acids, whereby only part of the existing hydroxyl groups is esterified. Some hydroxyl groups within the glycerol ester are free, contributing to the hydrophilic properties of the material. Short-chain partial glycerides are more hydrophilic and have excellent solvent properties for many poorly soluble drugs. Product Chemical description/monograph name Listed in Appearance Melting Point C Content of monoglycerides Properties and applications Glyceryl Monostearates (GMS) IMWITOR 491 Glyceryl Monostearate USP-NF IMWITOR 900 (F) P Glycerol Monostearate 40 55%, Type I Ph. Eur., USP-NF* IMWITOR 900 K Glycerol Monostearate 40 55%, Type II Ph. Eur., USP-NF* IMWITOR 960 K Glyceryl Monostearate, self-emulsifying B. P. Off-white powder > 90.0% Lipophilic matrix for oral solid dosage forms (granulation, hot melt technique). Tablet lubricant, emulsion stabilizer, dispersing agent for pigments. More than 90.0% of monoglycerides, stabilizer, stiffening and dispersing agent. Off-white powder % Lipophilic matrix for oral solid dosage forms (granulation, hot melt technique). 40 to 55% of monoglycerides, used as tablet Off-white powder % lubricant, emulsion stabilizer, dispersing agent for pigments and for sustained release. Flakes > 30% Self-emulsifying GMS for dermal use. Medium-Chain Partial Glycerides IMWITOR 308 NON-GMP Glycerol Monocaprylate, Type II Ph. Eur., USP-NF IMWITOR 742 Glycerol Monocaprylocaprate, Type I Ph. Eur., USP-NF IMWITOR 928 Glyceryl Cocoate IMWITOR 988 Glycerol Monocaprylate, Type I Ph. Eur., USP-NF Crystalline solid > 80.0% Emulsifier, co-surfactant, excellent antibacterial properties. Liquid to pasty/solid ~ % Penetration enhancer, solvent, defoaming agent in effervescent tablets. White, similar to hard fat % Dispersing agent for solids and oils, solubilizer in suppositories. Clear, oily liquid ~ % Penetration enhancer, solvent. Unsaturated Partial Glycerides IMWITOR 948 Glycerol Mono-Oleate Ph. Eur., USP-NF IMWITOR 990 NON-GMP Glycerol Mono-Oleate Ph. Eur., USP-NF Yellowish, liquid to pasty liquid % Off-white solid ~ % O/W stabilizer, forms gels in excess water. Contains an antioxidant. SOFTIGEN 701 Glyceryl Ricinoleate** (stabilized) Yellowish, liquid to pasty ~ 25 > 40% Stabilized skin-protective agent, waterdispersible W/O co-emulsifier. * USP-NF: Mono- and Diglycerides ** Compound contains unsaturated components; interactions with oxygen must be considered. 12 Partial glycerides Partial glycerides 13

8 4 Emulsifiers Product Chemical description/monograph name Listed in Appearance HLB value Properties and applications W/O Emulsifiers (see also partial glycerides) IMWITOR 600 NON-GMP Polyglyceryl-3 Polyricinoleate Yellow to brownish liquid ~ 4 FCC-compliant W/O emulsifier for systems of low viscosity. O/W Emulsifiers IMWITOR 491 Glyceryl Monostearate USP-NF Off-white powder ~ 4 Lipophilic matrix for oral solid dosage forms (granulation, hot melt technique). Tablet lubricant, emulsion stabilizer, dispersing agent for pigments. More than 90.0% of monoglycerides, stabilizer, stiffening and dispersing agent. IMWITOR 900 (F) P Glycerol Monostearate 40 55%, Type I Ph. Eur., USP-NF IMWITOR 900 K Glycerol Monostearate 40 55%, Type II Ph. Eur., USP-NF Off-white powder ~ 3 Off-white powder ~ 3 Lipophilic matrix for oral solid dosage forms (granulation, hot melt technique). 40 to 55% of monoglycerides, used as tablet lubricant, emulsion stabilizer, dispersing agent for pigments and for sustained release. IMWITOR 960 K Glyceryl Monostearate, self-emulsifying B. P. Flakes 9 12 Self-emulsifying GMS, for dermal use. IMWITOR 372 P Glyceryl Stearate Citrate IMWITOR 375 Glyceryl Citrate/Lactate/Linoleate/Oleate Light brownish flakes Yellow to brownish sticky liquid Partly ionic, still oil-soluble emulsifier, similar to lecithin for stable emulsions at ph range 4 to 7. ~ 11 Suitable for use in the preparation of SMEDDS. Partly ionic, still oil-soluble emulsifiers, similar to lecithin for stable emulsions at ph range 4 to Emulsifiers Emulsifiers 15

9 5 Specialties Fatty acid esters, further modified or compounded, help creating specific pharmaceutical formulations. Product Chemical description/monograph name Listed in Appearance Melting point C Properties and applications Special Esters MIGLYOL Gel B Triglycerides, Medium-Chain (and) Stearalkonium Hectorite (and) Propylene Carbonate Oleogel, brownish softpaste MIGLYOL Gel 840 B Propylene Glycol Dicaprylocaprate Dicaprate (and) Stearalkonium Hectorite (and) Propylene Carbonate Oleogel, brownish softpaste Heat-stable oleogel, maintains viscosity between 0 C and 100 C, e.g. for water and temperature-resistant formulations. Soft lamellar structure for easy distribution on skin. Consistency and viscosity stabilizer in emulsions. MIGLYOL Gel T Triglycerides, Medium-Chain (and) Stearalkonium Bentonite (and) Propylene Carbonate Oleogel, greenish softpaste DYNACET 285 Acetylated Monoglycerides GRAS acc. to 21 CFR sect Oily liquid Food grade softener, plasticizer, and solvent. Stable hydrophilic oil. SOFTISAN 601 Glycerides, C12-C18 mono- and di-, Glyceryl Stearate, PEG-4, Polyoxyethylene (25) Cetyl Stearyl Ether, PEG-32, PEG-6, Medium-Chain Triglycerides, Glyceryl Ricinoleate* (stabilized) Off-white soft pastilles Water-free self-emulsifying system, ready-to-use O/W cream base, suitable to process a variety of pharmaceutical active ingredients. SOFTISAN 645 Bis-Diglyceryl Polyacyladipate-1 SOFTISAN 649 Bis-Diglyceryl Polyacyladipate-2 SOFTIGEN 701 Glyceryl Ricinoleate* (stabilized) SOFTIGEN 767 Macrogol-6 Glycerol Caprylocaprate Ph. Eur., USP-NF Yellowish liquid syrup Liquid lanolin substitute, adhesive to skin and wet mucous membranes, suitable for wound dressing systems and irritated skin, non-occlusive. Off-white opaque mass ~ 35 Semi-solid lanolin substitute, adhesive to skin and wet mucous membranes, suitable for wound dressing systems and irritated skin, non occlusive. Yellowish, liquid to pasty ~ 25 Stabilized skin-protective agent, water-dispersible W/O co-emulsifier. Clear liquid ~ 14 Suitable for use in the preparation of SEDDS. Solubilizer for drugs, wetting and refatting agent. Soluble in water and hydrophilic oils (e.g. MCT oil). * Compound contains unsaturated components; interactions with oxygen must be considered. 16 Specialties Specialties 17

10 6 Register of chemical/monograph names Chemical/monograph name Product Page Chemical/monograph name Product Page A B C Acetylated Monoglycerides DYNACET 285 6, 16 Bis-Diglyceryl Polyacyladipate-1 SOFTISAN 645 6, 16 Bis-Diglyceryl Polyacyladipate-2 SOFTISAN Caprylic/Capric/Linoleic Triglyceride MIGLYOL Caprylic/Capric/Succinic Triglyceride MIGLYOL H Hard Fat, Adeps solidus WITEPSOL H 5, H 12, H 15, H 32, H 35, H37 WITEPSOL W 25, W 32, W 35, W 45 WITEPSOL E 76, E 85 SOFTISAN 378 Hard Fat + Beeswax WITEPSOL E Hard Fat + Polyoxyethylene (25) Cetyl Stearyl Ether + Beeswax + Glyceryl Ricinoleate* (stabilized) 8, 10 WITEPSOL S 55 8 WITEPSOL S 58, S 51 8 Cocoyl Caprylocaprate NON-GMP MIGLYOL Hard Fat + Glyceryl Ricinoleate* (stabilized) WITEPSOL H 19 8 G Glycerides, C12-C18 mono- and di-, Glyceryl Stearate, PEG-4, Polyoxyethylene (25) Cetyl Stearyl Ether, PEG-32, PEG-6, Medium-Chain Triglycerides, Glyceryl Ricinoleate* (stabilized) SOFTISAN M Hydrogenated Palm Oil NON-GMP DYNASAN P 60 (F) 10 Hydrogenated Palm Oil SOFTISAN Macrogol-6 Glycerol Caprylocaprate SOFTIGEN Glycerol Monocaprylate, Type I IMWITOR Medium-Chain Triglyceride MIGLYOL 810 N, 812 N Drug Substance, 812 N Excipient 6 Glycerol Monocaprylate, Type II NON-GMP IMWITOR Glycerol Monocaprylocaprate, Type I IMWITOR Glycerol Mono-Oleate IMWITOR Glycerol Mono-Oleate NON-GMP IMWITOR Glycerol Monostearate 40 55%, Type I IMWITOR 900 (F) P 12, 14 Medium-Chain, Triglyceride (and) Stearalkonium Bentonite (and) Propylene Carbonate Medium-Chain, Triglyceride (and) Stearalkonium Hectorite (and) Propylene Carbonate MIGLYOL GEL T 16 MIGLYOL GEL B 16 Glycerol Monostearate 40 55%, Type II IMWITOR 900 K 12, 14 Glyceryl Citrate/Lactate/Linoleate/Oleate IMWITOR Glyceryl Cocoate IMWITOR Glyceryl Monostearate IMWITOR , 14 Glyceryl Monostearate, self-emulsifying IMWITOR 960 K 12, 14 Glyceryl Ricinoleate* (stabilized) SOFTIGEN , 16 Glyceryl Stearate Citrate IMWITOR 372 P 14 Glyceryl Tristearate DYNASAN * Compound contains unsaturated components; interactions with oxygen must be considered. P T Polyglyceryl-3 Polyricinoleate NON-GMP IMWITOR Propylene Glycol Dicaprylocaprate Dicaprate (and) Stearalkonium Hectorite (and) Propylene Carbonate MIGLYOL Gel 840 B 16 Propylene Glycol Dicaprylocaprate MIGLYOL Tricaprin ** DYNASAN Tricaprylin MIGLYOL Trilaurin ** DYNASAN Trimyristin DYNASAN Tripalmitin DYNASAN ** Available on demand only, but can be offered in sample volumes. 18 Register of chemical/monograph names Register of chemical/monograph names 19

11 7 Register of trademarks and product names Product Chemical/monograph name Page Product Chemical/monograph name Page D DYNACET 285 Acetylated Monoglycerides 6, 16 M MIGLYOL 128 NON-GMP Cocoyl Caprylocaprate 6 DYNASAN 110* Tricaprin 10 MIGLYOL 808 Tricaprylin 6 DYNASAN 112* Trilaurin 10 MIGLYOL 810 N Medium-Chain Triglyceride 6 DYNASAN 114 Trimyristin 10 MIGLYOL 812 N Drug Substance Medium-Chain Triglyceride 6 DYNASAN 116 Tripalmitin 10 MIGLYOL 812 N Excipient Medium-Chain Triglyceride 6 DYNASAN 118 Glyceryl Tristearate 10 MIGLYOL 818 Caprylic/Capric/Linoleic Triglyceride 6 DYNASAN P 60 (F) NON-GMP Hydrogenated Palm Oil 10 MIGLYOL 829 Caprylic/Capric/Succinic Triglyceride 6 I IMWITOR 308 NON-GMP Glycerol Monocaprylate, Type II 12 IMWITOR 372 P Glyceryl Stearate Citrate 14 MIGLYOL 840 Propylene Glycol Dicaprylocaprate 6 MIGLYOL Gel 840 B Propylene Glycol Dicaprylocaprate Dicaprate (and) Stearalkonium Hectorite (and) Propylene Carbonate 16 IMWITOR 375 Glyceryl Citrate/Lactate/Linoleate/Oleate 14 IMWITOR 491 Glyceryl Monostearate 12, 14 IMWITOR 600 NON-GMP Polyglyceryl-3 Polyricinoleate 14 IMWITOR 742 Glycerol Monocaprylocaprate, Type I 12 IMWITOR 900 (F) P Glycerol Monostearate 40-55, Type I 12, 14 MIGLYOL Gel B MIGLYOL Gel T Medium-Chain, Triglyceride (and) Stearalkonium Hectorite (and) Propylene Carbonate Medium-Chain, Triglyceride (and) Stearalkonium Bentonite (and) Propylene Carbonate IMWITOR 900 K Glycerol Monostearate 40-55, Type II 12, 14 IMWITOR 928 Glyceryl Cocoate 12 IMWITOR 948 Glycerol Mono-Oleate 12 IMWITOR 960 K Glyceryl Monostearate, self-emulsifying 12, 14 IMWITOR 988 Glycerol Monocaprylate, Type I 12 IMWITOR 990 NON-GMP Glycerol Mono-Oleate 12 * Available on demand only, but can be offered in sample volumes. S SOFTIGEN 701 Glyceryl Ricinoleate 12, 16 SOFTIGEN 767 Macrogol-6 Glycerol Caprylocaprate 16 SOFTISAN 154 Hydrogenated Palm Oil 10 SOFTISAN 378 Hard Fat, Adeps solidus 10 SOFTISAN 601 Glycerides, C12-C18 mono- and di-, Glyceryl Stearate, PEG-4, Polyoxyethylene (25) Cetyl Stearyl Ether, PEG-32, PEG-6, Medium-Chain Triglycerides, Glyceryl Ricinoleate** (stabilized) SOFTISAN 645 Bis-Diglyceryl Polyacyladipate-1 6, SOFTISAN 649 Bis-Diglyceryl Polyacyladipate-2 16 ** Compounds contain unsaturated components; interactions with oxygen must be considered. 20 Register of trademarks and product names Register of trademarks and product names 21

12 7 Register of trademarks and product names Product Chemical/monograph name Page W WITEPSOL E 75 Hard Fat + Beeswax 10 WITEPSOL E 76 Hard Fat, Adeps solidus 10 WITEPSOL E 85 Hard Fat, Adeps solidus 10 WITEPSOL H 5 Hard Fat, Adeps solidus 8 WITEPSOL H 12 Hard Fat, Adeps solidus 8 WITEPSOL H 15 Hard Fat, Adeps solidus 8 WITEPSOL H 19 Hard Fat + Glyceryl Ricinoleate* (stabilized) 8 WITEPSOL H 32 Hard Fat, Adeps solidus 8 WITEPSOL H 35 Hard Fat, Adeps solidus 8 WITEPSOL H 37 Hard Fat, Adeps solidus 8 WITEPSOL S 51 WITEPSOL S 55 WITEPSOL S 58 + Glyceryl Ricinoleate* (stabilized) + Beeswax + Glyceryl Ricinoleate* (stabilized) WITEPSOL W 25 Hard Fat, Adeps solidus 8 WITEPSOL W 32 Hard Fat, Adeps solidus 8 WITEPSOL W 35 Hard Fat, Adeps solidus 8 WITEPSOL W 45 Hard Fat, Adeps solidus 8 * Compound contains unsaturated components; interactions with oxygen must be considered. All registered trademarks displayed in this brochure are the property of the IOI Oleochemicals Group. Users of this brochure are not permitted to use these trademarks without the prior written consent of their proprietor. All rights are reserved. All rights not expressly granted are reserved. We reserve the right to make any changes as a result of technological progress or developments. No guarantee or warranty is implied or intended as to any particular properties of our products. The customer is not exempted from the obligation to conduct careful inspection and testing of incoming goods. Reference to trademarks used by other companies is neither a recommendation, nor should it give the impression that products of other companies cannot be used. All IOI Oleochemicals business transactions are exclusively governed by our General Business Terms and Conditions please see (Terms and Conditions) 22 Register of trademarks and product names Register of trademarks and product names 23

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