Ibuprofen methyl ester

HCID 109101

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Basic information

CAS: 61566-34-5
Standard SMILES: COC(=O)C(C)c1ccc(CC(C)C)cc1
InChIKey: YNZYUHPFNYBBFF-UHFFFAOYSA-N
Molecular formula: C14H20O2
Average molar mass: 220.31 g/mol
Monoisotopic mass: 220.14632988

Names & identifiers

Preferred name: Ibuprofen methyl ester
IUPAC: methyl 2-[4-(2-methylpropyl)phenyl]propanoate
English name: (±)-Ibuprofen Methyl Ester
Molecular formula: C14H20O2
Molecular weight: 220.31

Names & synonyms

61566-34-5Methyl 2-(4-isobutylphenyl)propanoateIbuprofen methyl esterMotrin methyl esterMethyl 2-(4-isobutylphenyl)propionate2-(4-Isobutylphenyl)propionic acid methyl esterRacemic ibuprofen methyl esterUNII-8F58KSV2GP8F58KSV2GPIbuprofen methyl ester, racemicIbuprofen methyl derivEINECS 262-853-7

Show more names

Ibuprofen methylIBUPROFEN IMP F2Ibuprofen Impurity 33(±)-Ibuprofen Methyl Estermethyl 2-(4-isopropylphenyl)propionateIbuprofen Impurity: Ibuprofen Methyl EsterMETHYL 2-[4-(2-METHYLPROPYL)PHENYL]PROPIONATE

Methyl ester of IbuprofenIbuprofen methyl derivativeMethyl 2-(p-isobutylphenyl)propionateMethyl 2-(4'-isobutylphenyl)propanoateBenzeneacetic acid, .alpha.-methyl-4-(2-methylpropyl)-, methyl estermethyl alpha-(4-isobutylphenyl)propionateMETHYL .ALPHA.-(4-ISOBUTYLPHENYL)PROPIONATEMETHYL .ALPHA.-(P-ISOBUTYLPHENYL)PROPIONATE

Database identifiers

CAS: 61566-34-5
PubChem CID: 109101
DTXSID: DTXSID00921342
ChEMBL: CHEMBL191471
UNII: 8F58KSV2GP
EC Number: 262-853-7
Nikkaji: J125.909A

Properties

Computed structural properties

XLogP: 3.8
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 5
Heavy atoms: 16
Formal charge: 0
Complexity: 215

Physicochemical properties

Boiling point: 100 °C · 100 °C
Density: 0.976 · 0.976±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Oil
color: Colourless
InChI: 1S/C14H20O2/c1-10(2)9-12-5-7-13(8-6-12)11(3)14(15)16-4/h5-8,10-11H,9H2,1-4H3
InChIKey: YNZYUHPFNYBBFF-UHFFFAOYSA-N
SMILES: COC(=O)C(C)c1ccc(CC(C)C)cc1
FDA UNII: 8 F58KSV2GP · 8F58KSV2GP
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P271-P280
target organs: Respiratory system
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38-43
Safety Statements: 26 · 26-36/37/39-36/37
WGK Germany: 3 · WGK 3
Hazard Note: Irritant
HS Code: 2916399090 · 2916399090
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H361 (95%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesRepr. 2 (95%)

Safety data

wgk: WGK 3
hs_code: 2916399090
risk_code: 36/37/38-43
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36/37/39-36/37
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2STOT SE 3
Precautionary statements: P261-P271-P280

Chemistry & industry

Applications · 1 item

Uses(±)-Ibuprofen Methyl Ester is a phototoxic, photoproduct of Ibuprofen (I140000), a selective cyclooxygenase inhibitor (IC50=14.9uM). Inhibits PGH synthase-1 and PGH synthase-2 with comparable potency. Ibuprofen is also used as an anti-inflammatory drug.