Retinoic acid, methyl ester

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Names

[ CAS No. ]:
339-16-2

[ Name ]:
Retinoic acid, methyl ester

[Synonym ]:
Vitamin A acid methyl ester
Retinoic acid,methyl ester,all-trans
all-trans-Methylretinoate
Methyl retinoate
Ro 4-3781
all-trans-retinoic acid methyl ester
Retinoic acid,methyl ester
Methyl all-trans-retinoate

Chemical & Physical Properties

[ Density]:
0.975g/cm3

[ Boiling Point ]:
426.1ºC at 760mmHg

[ Melting Point ]:
66-68 °C

[ Molecular Formula ]:
C21H30O2

[ Molecular Weight ]:
314.46200

[ Flash Point ]:
229.8ºC

[ Exact Mass ]:
314.22500

[ PSA ]:
26.30000

[ LogP ]:
5.69100

[ Index of Refraction ]:
1.534

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VH6570000
CHEMICAL NAME :
Retinoic acid, methyl ester
CAS REGISTRY NUMBER :
339-16-2
BEILSTEIN REFERENCE NO. :
2059353
LAST UPDATED :
199703
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C21-H30-O2
MOLECULAR WEIGHT :
314.51

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
GWXXBX German Offenlegungsschrift Patent Document. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2128462
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 18,213,1984

Synthetic Route

Precursor & DownStream

Precursor

  • methyl (2E,4E)-3-methyl-5-(tri-n-butylstannyl)penta-2,4-dienoate
  • Retinoic acid
  • (Trimethylsilyl)diazomethane
  • methyl iodide
  • Methanol
  • All-trans-retinal
  • Retinoyl chloride

DownStream

  • Vitamin A
  • all-trans-5,6-epoxy Retinoic Acid
  • All-trans-retinal

Related Compounds

  • 4-Methoxy Retinoic Acid Methyl Ester
  • 9-CIS-RETINOIC ACID METHYL ESTER
  • 11-cis Retinoic Acid Methyl Ester
  • 4-Keto 9-cis Retinoic Acid Methyl Ester
  • 4-Keto all-trans-Retinoic Acid Methyl Ester
  • 4-Keto 13-cis-Retinoic Acid Methyl Ester
  • Methyl 3-amino-2-[(4-ethoxyphenyl)methyl]propanoate
  • Methyl 3-amino-2-(3-methoxybenzyl)propanoate
  • Methyl 3-amino-2-[(4-fluorophenyl)methyl]propanoate
  • Methyl 3-amino-2-(naphthalen-1-ylmethyl)propanoate
  • N1-(3,4-difluorophenyl)-N2-(2-(dimethylamino)-2-(1-methyl-1H-pyrrol-2-yl)ethyl)oxalamide
  • N1-(2-(dimethylamino)-2-(1-methyl-1H-pyrrol-2-yl)ethyl)-N2-(4-(trifluoromethyl)phenyl)oxalamide
  • methyl 4-(2-((2-(dimethylamino)-2-(1-methyl-1H-pyrrol-2-yl)ethyl)amino)-2-oxoacetamido)benzoate
  • N1-(2-(dimethylamino)-2-(1-methyl-1H-pyrrol-2-yl)ethyl)-N2-(2-methoxybenzyl)oxalamide
  • N1-(4-acetamidophenyl)-N2-(2-(dimethylamino)-2-(1-methyl-1H-pyrrol-2-yl)ethyl)oxalamide
  • N1-(2-(1-methyl-1H-pyrrol-2-yl)-2-(4-methylpiperazin-1-yl)ethyl)-N2-(p-tolyl)oxalamide
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