Isopropyl myristate CAS 110-27-0
Introduction：Basic information about Isopropyl myristate CAS 110-27-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Isopropyl myristate Basic informationChemical Properties Content Analysis Uses Production Method Toxicity
| Product Name: | Isopropyl myristate |
| Synonyms: | Isopropyl Myristate, 96% 25GR;IPM 100;IPM-EX;IPM-R;Radia 7730 (IPM);Isopropyl myristate Vetec(TM) reagent grade, 98%;MYRISTIC ACID ISOPROPYL ESTER MINIMU;ISO-PROPYL N-TETRADECANOATE |
| CAS: | 110-27-0 |
| MF: | C17H34O2 |
| MW: | 270.45 |
| EINECS: | 203-751-4 |
| Product Categories: | Imidazoles;Cosmetics;110-27-0;bc0001 |
| Mol File: | 110-27-0.mol |
Isopropyl myristate Chemical Properties
| Melting point | ~3 °C (lit.) |
| Boiling point | 193 °C/20 mmHg (lit.) |
| density | 0.85 g/mL at 25 °C (lit.) |
| vapor pressure | <1 hPa (20 °C) |
| refractive index | n |
| FEMA | 3556 | ISOPROPYL MYRISTATE |
| Fp | >230 °F |
| storage temp. | 2-8°C |
| solubility | <0.05mg/l |
| form | Liquid |
| color | Clear |
| Specific Gravity | 0.855 (20/4℃) |
| Odor | odorless |
| biological source | synthetic (organic) |
| Water Solubility | Miscible with alcohol. Immiscible with water and glycerol. |
| Merck | 14,5215 |
| JECFA Number | 311 |
| BRN | 1781127 |
| Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Cosmetics Ingredients Functions | BINDING FRAGRANCE PERFUMING SKIN CONDITIONING - EMOLLIENT |
| Cosmetic Ingredient Review (CIR) | Isopropyl myristate (110-27-0) |
| InChI | 1S/C17H34O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(18)19-16(2)3/h16H,4-15H2,1-3H3 |
| InChIKey | AXISYYRBXTVTFY-UHFFFAOYSA-N |
| SMILES | CCCCCCCCCCCCCC(=O)OC(C)C |
| LogP | 7.71 |
| CAS DataBase Reference | 110-27-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Isopropyl Myristate(110-27-0) |
| EPA Substance Registry System | Isopropyl myristate (110-27-0) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | - |
| RTECS | XB8600000 |
| Autoignition Temperature | >300 °C |
| TSCA | TSCA listed |
| HS Code | 29159080 |
| Storage Class | 10 - Combustible liquids |
| Hazardous Substances Data | 110-27-0(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Chemical Properties | Isopropyl myristate is a colorless and odorless liquid with a faint odor, and miscible with vegetable oil. It is not easy to be either hydrolyzed or become rancid. The refractive index nD20 is 1.435~1.438, and the relative density (20°C) is 0.85~0.86. it is used in many applications, including pharma, food and personal care product manufacturing. |
| Content Analysis | Weight 1.5 g sample. Then it is determined by the method ester assay (OT-18). The equivalent factor (e) in the calculation is 135.2. Or it is determined by a non-polar column method of gas chromatography (GT-10-4). |
| Uses | Isopropyl myristate (IPM) is a fatty acid ester which is used as solvent in water-in-oil emulsion, oils and fatty based ointments. The use of IPM is recommended in the Sterility Test chapter of the European, Japanese and United States Pharmacopoeia (EP, 2.6.13, JP, 4.06 and USP, 71) as diluent for oils and oily solutions, as well as for ointments and creams. Indeed, its solvent properties improve the filterability of these samples. Isopropyl myristate is known as a penetration enhancer for topical preparations. It is a waterclear, low viscous oily liquid with a very good spreading capacity on the skin. Isopropyl Myristate is mainly used in cosmetics as an oilcomponent for emulsions, bath oils and as a solvent for active substances. |
| Production Method | It is a product of esterification of myristic acid derived from re-steamed coconut coil with isopropyl alcohol. (1) 200 kg myristic acid and 450 kg isopropyl alcohol were added into the reaction vessel in turn. After mixing, 360 kg sulfuric acid (98%) was added. The reaction mixture was heated to reflux for 10 hours. Isopropyl alcohol was then recovered, washed with ice water, and neutralized with Na2CO3 aqueous solution (10%). Under normal pressure, isopropyl alcohol and water were distilled. While under reduced pressure, isopropyl myristate was distilled (185°C/1.0kPa~195°C/2.7kPa). (2) 90 kg isopropyl alcohol was added into the reaction vessel and then sulfuric acid as catalyst, with 5% of the total amount, was added. During mixing, 228 kg myristic acid was added slowly. The mixture was heated to reflux and water was continuously separated. Until no water was separated, the reaction temperature was reduced and probe was obtained to measure the acid value. When the acid value reached 1.5 mg KOH/g, the reaction was completed. Alkali was then added for neutralization. After the removal of water under reduced pressure, the pressure was further reduced for dealcoholization until the acid value was 0.05~1.0 mg KOH/g. The final product is then isopropyl myristate. |
| Toxicity | ADI is not regulated (FAO/WHO, 2001). |
| Description | Isopropyl myristate is odorless when pure. May be synthesized byconventional esterification of isopropanol with myristic acid. |
| Chemical Properties | Pure isopropyl myristate is virtually odorless, very slightly fatty, but not rancid |
| Chemical Properties | colourless liquid of low viscosity |
| Chemical Properties | Isopropyl myristate is a clear, colorless, practically odorless liquid oflow viscosity that congeals at about 5°C. It consists of esters ofpropan-2-ol and saturated high molecular weight fatty acids,principally myristic acid. |
| Occurrence | Reported found in kumquat peel oil, papaya, starfruit, plum brandy, coriander seed and loquat |
| Uses | Isopropyl myristate is an emollient in cosmetic and pharmaceutical bases. |
| Uses | In cosmetic and topical medicinal Preparations where good absorption through the skin is desired. A jellied isopropyl myristate was marketed as Estergel (Merck & Co.) . |
| Uses | isopropyl myristate is an emollient, moisturizer, binder, and skin softener that also assists in product penetration. An ester of myristic acid, it is naturally occurring in coconut oil and nutmeg. Although isopropyl myristate is generally considered comedogenic, some ingredient manufacturers clearly specify non-comedogenicity on their data sheets. |
| Production Methods | Isopropyl myristate may be prepared either by the esterification ofmyristic acid with propan-2-ol or by the reaction of myristoylchloride and propan-2-ol with the aid of a suitable dehydrochlorinatingagent. A high-purity material is also commercially available,produced by enzymatic esterification at low temperature. |
| Preparation | By conventional esterification of isopropanol with myristic acid |
| Definition | ChEBI: Isopropyl tetradecanoate is a fatty acid ester. |
| Brand name | Estergel (Merck). |
| General Description | Isopropyl myristate is an ester of isopropyl alcohol myristic acid. It is mainly used as a solubilizer, emulsifier and emollient in cosmetic and topical medicines. It also finds applications as a flavoring agent in the food industry. Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. |
| Pharmaceutical Applications | Isopropyl myristate is a nongreasy emollient that is absorbed readilyby the skin. It is used as a component of semisolid bases and as asolvent for many substances applied topically. Applications intopical pharmaceutical and cosmetic formulations include bath oils;make-up; hair and nail care products; creams; lotions; lip products;shaving products; skin lubricants; deodorants; otic suspensions; andvaginal creams. For example, isopropyl myristate is aself-emulsifying component of a proposed cold cream formula,which is suitable for use as a vehicle for drugs or dermatologicalactives; it is also used cosmetically in stable mixtures of water andglycerol. Isopropyl myristate is used as a penetration enhancer fortransdermal formulations, and has been used in conjunction withtherapeutic ultrasound and iontophoresis.It has been used in awater-oil gel prolonged-release emulsion and in various microemulsions.Such microemulsions may increase bioavailability in topicaland transdermal applications. Isopropyl myristate has also beenused in microspheres, and significantly increased the release of drugfrom etoposide-loaded microspheres. Isopropyl myristate is used in soft adhesives for pressuresensitiveadhesive tapes. |
| Contact allergens | Despite wide use in cosmetics, perfumes, and topicalmedicaments, isopropyl myristate is a very weak sen-sitizer and a mild irritant. |
| Biochem/physiol Actions | Isopropyl myristate (myristic acid isopropyl ester) is used to change the physicochemical characteristics of microsheres such as poly(lactic-co-glycolic acid) (PLGA) microspheres. Isopropyl myristate is used as a oil phase component in the formulaton of microemulsion systems. |
| Pharmacology | Isopropyl myristate is used in pharmaceutical preparations because it improvessolubility and increases absorption through the skin. External uses include a non-irritating iodinepreparation for disinfecting the skin (Powers & Rieger, 1963) and aerosol bactericidal preparationsfor feminine hygiene use without irritation of the skin and mucous membranes (Geistlich, 1970;Watson. 1969). Preparations for internal use include oral steroid formulations (Hirata, 1970) andanaesthetic injection solutions (Davis, Pearce & Connor, 1972). Veterinary medications containing isopropyl myristate include oral or parenteral compositionsfor lungworm infections (N. V. Philips' Gloielampenfabrieken, 1964) and a spray formulation forbovine udders to treat mastitis, combat infection and improve the general skin condition (Kraus,1965). Isopropyl myristate has been found to be an effective repository vehicle for im injectionof penicillin in rabbits and for sc administration of oestrogens in ovariectomized rats (Platcow& Voss, 1954). In assays on human forearms, vasoconstrictor activity of ointment preparations containing 0025%betamethasone 17-benzoate in white soft paraffin was increased by the presence of isopropyl myristate(Pepler, Woodford & Morrison, 1971). Donovan, Ohmart & Stoklosa (1954) noted that the goodsolvent properties of isopropyl myristate might increase the therapeutic activity of formulationsby the apparent alteration in particle size of the active ingredients, so that further evaluation andclinical study would be necessary before its use in extemporaneous compounding could be recommended.Studies in which the antifungal activity of paraben esters solubilized by surfactants wasdecreased by isopropyl myristate (Matsumoto & Aoki, 1962) indicate that the effectiveness of medicinalsubstances may be influenced by the presence of surfactants and oily ingredients such asisopropyl myristate. |
| Side effects | Thrapecylate myristate is a medicine used to treat head lice infestations in adults and children 4 years of age and older. Common side effects include skin irritation, rash, and contact dermatitis. |
| Safety | Isopropyl myristate is widely used in cosmetics and topicalpharmaceutical formulations, and is generally regarded as anontoxic and nonirritant material. LD50 (mouse, oral): 49.7 g/kg LD50 (rabbit, skin): 5 g/kg |
| Synthesis | Isopropyl myristate is synthesized by conventional esterification of iso-Propanol with Myristic acid. |
| Metabolism | Higher molecular weight aliphatic esters are thought to be readily hydrolysed to the corresponding alcohols and acids which are then metabolized; isopropyl myristate is undoubtedly hydrolysed to normal metabolic products (Fassett, 1963). When myristic acid (as the ethyl ester) was fed to dogs, |
| storage | Isopropyl myristate is resistant to oxidation and hydrolysis, anddoes not become rancid. It should be stored in a well-closedcontainer in a cool, dry place and protected from light. |
| Incompatibilities | When isopropyl myristate comes into contact with rubber, there is adrop in viscosity with concomitant swelling and partial dissolutionof the rubber; contact with plastics, e.g. nylon and polyethylene,results in swelling. Isopropyl myristate is incompatible with hardparaffin, producing a granular mixture. It is also incompatible withstrong oxidizing agents. |
| Regulatory Status | Included in the FDA Inactive Ingredients Database (otic, topical,transdermal, and vaginal preparations). Used in nonparenteralmedicines licensed in the UK. Included in the Canadian List ofAcceptable Non-medicinal Ingredients. |
Isopropyl myristate Preparation Products And Raw materials
| Raw materials | Coconut oil-->Myristic acid |
| Preparation Products | N-TETRADECANAMIDE |
