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{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 363253909
| Watchedfields = changed
⚫ | Name = Isopropyl myristate
⚫ | verifiedrevid = 442524832
| Reference = <ref></ref>
| ImageFile = Isopropyl myristate.png | Name = Isopropyl myristate
| Reference = <ref>{{Cite web |title=SAFETY DATA SHEET |url=https://www.fishersci.com/store/msds?partNumber=AC412851000&countryCode=US&language=en |access-date=2024-05-05 |website=Fisher Scientific |publication-date=2009-09-22}}</ref>
⚫ | ImageSize = 200px
| ImageName = Isopropyl myristate | ImageFile = Isopropyl myristate.png
⚫ | ImageSize = 200px
⚫ | IUPACName = Propan-2-yl tetradecanoate
⚫ | ImageName = Isopropyl myristate
⚫ | OtherNames = Tetradecanoic acid, 1-methylethyl ester<br />Myristic acid isopropyl ester
⚫ | PIN = Propan-2-yl tetradecanoate
⚫ | Section1 = {{Chembox Identifiers
⚫ | OtherNames = Tetradecanoic acid, 1-methylethyl ester<br />Myristic acid isopropyl ester
⚫ | SMILES = CCCCCCCCCCCCCC(=O)OC(C)C
⚫ |Section1={{Chembox Identifiers
⚫ | CASNo_Ref = {{cascite}}
⚫ | SMILES = CCCCCCCCCCCCCC(=O)OC(C)C
⚫ | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 110-27-0 | CASNo = 110-27-0
| EINECS = 203-751-4 | ChEMBL = 207602
| UNII_Ref = {{fdacite|correct|FDA}}
⚫ | RTECS = XB8600000
| UNII = 0RE8K4LNJS
| EINECS = 203-751-4
⚫ | RTECS = XB8600000
| PubChem = 8042
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7751
| 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
| InChIKey = AXISYYRBXTVTFY-UHFFFAOYAN
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = AXISYYRBXTVTFY-UHFFFAOYSA-N
| MeSHName = C008205
| ChEBI =
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D02296
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=17 | H=34 | O=2
| Formula = C<sub>17</sub>H<sub>34</sub>O<sub>2</sub>
⚫ | Appearance =
| MolarMass = 270.451 g/mol
⚫ | Density = 0.85 g/cm<sup>3</sup>
⚫ | Appearance =
| Solubility =
⚫ | Density = 0.85 g/cm³, liquid
| Solubility = | MeltingPt =
| MeltingPt = | BoilingPtC = 167
| BoilingPt = 167 °C (9 mmHg) | BoilingPt_notes = at 9&nbsp;mmHg
| pKa = | pKa =
| pKb = | pKb =
| Viscosity = | Viscosity =
}} }}
| Section3 = {{Chembox Structure |Section3={{Chembox Structure
| MolShape = | MolShape =
| Coordination = | Coordination =
| CrystalStruct = | CrystalStruct =
| Dipole = | Dipole =
}} }}
| Section7 = {{Chembox Hazards |Section7={{Chembox Hazards
| ExternalMSDS = | ExternalSDS =
| MainHazards = | MainHazards =
| NFPA-H = 0
⚫ | FlashPt =
| RPhrases = {{R38}} | NFPA-F = 1
| NFPA-R = 0
| SPhrases = {{S24/25}}
⚫ | FlashPt =
}} }}
| Section8 = {{Chembox Related |Section8={{Chembox Related
| OtherAnions = | OtherAnions =
| OtherCations = | OtherCations =
| OtherCpds = | OtherCompounds =
}} }}
}} }}


'''Isopropyl myristate''' is the ] of ] and ]. '''Isopropyl myristate''' (IPM) is the ] of ] and ].


==Uses== ==Uses==
Isopropyl myristate is used in cosmetic and topical medicinal preparations where good absorption through the skin is desired. It is also used as a ]-free treatment against ] which works by dissolving the ] that covers the ] of head lice, killing them by ].<ref></ref> Isopropyl myristate is a polar ] and is used in cosmetic and topical pharmaceutical preparations where skin absorption is desired. It is also used as a treatment for ].<ref>{{Cite web |title=Anti-Lice Treatments |url=http://www.lice.ca/treatment/anti_lice_insecticide.html |access-date=2024-05-05 |website=www.lice.ca}}</ref> It is also in flea and tick killing products for pets.


It is also the ] component of the two-phase mouthwash, ], where it removes bacteria from the oral cavity. It is used to remove bacteria from the oral cavity as the ] component of the two-phase ] product "]".


Isopropyl myristate is also used as a solvent in perfume materials, and in the removal process of ].
Isopropyl myristate has been shown to show a comedogenic and irritability to users with acne-prone skin.<ref>http://www.skinpatico.com/Acne-Cosmetics-Acne-Causing-Ingredients.php</ref>{{vc}}

] 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.<ref>Wen, Z.; Fang, L. and He, Z. (2009). Effect of chemical enhancers on percutaneous absorption of daphnetin in isopropyl myristate vehicle across rat skin in vitro. Drug Deliv, 16: 214-223</ref><ref>Engelbrecht, T.; Demé, B.; Dobner, B. and Neubert, R. (2012). Study of the influence of the penetration enhancer isopropyl myristate on the nanostructure of stratum corneum lipid model membranes using neutron diffraction and deuterium labelling. Skin Pharmacol Physiol, 25:200-7</ref>


==References== ==References==
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==External links== ==External links==
* {{HPD|94}} * {{CPID|id=94}}


{{Cosmetics}}
⚫ ]
⚫ ]


⚫ ]
]
]
]
⚫ ]

Latest revision as of 01:47, 13 May 2024

Isopropyl myristate
Isopropyl myristate
Names
Preferred IUPAC name Propan-2-yl tetradecanoate
Other names Tetradecanoic acid, 1-methylethyl ester
Myristic acid isopropyl ester
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.412 Edit this at Wikidata
EC Number
  • 203-751-4
KEGG
MeSH C008205
PubChem CID
RTECS number
  • XB8600000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C17H34O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(18)19-16(2)3/h16H,4-15H2,1-3H3Key: AXISYYRBXTVTFY-UHFFFAOYSA-N
  • InChI=1/C17H34O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(18)19-16(2)3/h16H,4-15H2,1-3H3Key: AXISYYRBXTVTFY-UHFFFAOYAN
SMILES
  • CCCCCCCCCCCCCC(=O)OC(C)C
Properties
Chemical formula C17H34O2
Molar mass 270.457 g·mol
Density 0.85 g/cm
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Isopropyl myristate (IPM) is the ester of isopropyl alcohol and myristic acid.

Uses

Isopropyl myristate is a polar emollient and is used in cosmetic and topical pharmaceutical preparations where skin absorption is desired. It is also used as a treatment for head lice. 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.

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.

References

  1. "SAFETY DATA SHEET". Fisher Scientific. 2009-09-22. Retrieved 2024-05-05.
  2. "Anti-Lice Treatments". www.lice.ca. Retrieved 2024-05-05.
  3. Wen, Z.; Fang, L. and He, Z. (2009). Effect of chemical enhancers on percutaneous absorption of daphnetin in isopropyl myristate vehicle across rat skin in vitro. Drug Deliv, 16: 214-223
  4. Engelbrecht, T.; Demé, B.; Dobner, B. and Neubert, R. (2012). Study of the influence of the penetration enhancer isopropyl myristate on the nanostructure of stratum corneum lipid model membranes using neutron diffraction and deuterium labelling. Skin Pharmacol Physiol, 25:200-7

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