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Isopropyl myristate

Chemical compound From Wikipedia, the free encyclopedia

Isopropyl myristate (IPM) is the ester of isopropyl alcohol and myristic acid. It is a colorless and odorless liquid that is a common ingredient in pharmaceutical and cosmetic preparations.[2]

Quick facts Names, Identifiers ...
Isopropyl myristate[1]
Isopropyl myristate
Isopropyl myristate
Names
Preferred IUPAC name
Propan-2-yl tetradecanoate
Other names
Tetradecanoic acid, 1-methylethyl ester
Myristic acid isopropyl ester
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.412 Edit this at Wikidata
EC Number
  • 203-751-4
KEGG
MeSH C008205
RTECS number
  • XB8600000
UNII
  • 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 X markN
    Key: AXISYYRBXTVTFY-UHFFFAOYSA-N X markN
  • InChI=1/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
    Key: AXISYYRBXTVTFY-UHFFFAOYAN
  • CCCCCCCCCCCCCC(=O)OC(C)C
Properties
C17H34O2
Molar mass 270.457 g·mol−1
Density 0.85 g/cm3
Boiling point 167 °C (333 °F; 440 K) at 9 mmHg
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
0
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Uses

Isopropyl myristate is a polar emollient and is used in cosmetic and topical pharmaceutical preparations as a penetration enhancer where skin absorption is desired.[3]

It is also used as a treatment for head lice.[4] It is also in flea and tick killing products for pets.

It is used to remove bacteria from the oral cavity as the non-aqueous component of the two-phase mouthwash product Dentyl pH.

Isopropyl myristate is also used as a solvent in perfume materials, and in the removal process of prosthetic make-up.

Isopropyl myristate has been discovered to be the primary chemical signal emitted by queens of multiple mole-rat species, of which only one is ever present per colony, where it is detected by other colony members to suppress reproductive abilities, and violent aggression during both queen succession and reproductive competition.[5]

Hydrolysis of the ester from isopropyl myristate can liberate the acid and the alcohol. The acid is theorized to be responsible for decreasing of the pH value of formulations.[6][7]

Adverse effects

Isopropyl myristate is frequently classified as a comedogenic compound and may worsen acne vulgaris and promote the development of open and closed comedones, especially when used in high concentrations. This effect is largely attributed to follicular hyperkeratosis, a process where the compound induces an abnormal accumulation of keratinocytes that forms a plug and causes an obstruction within a hair follicle.[3]

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