16,16-Dimethyl prostaglandin E2

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Names

[ CAS No. ]:
39746-25-3

[ Name ]:
16,16-Dimethyl prostaglandin E2

[Synonym ]:
(5Z,11α,13E,15R)-11,15-Dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oic acid
Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-16,16-dimethyl-9-oxo-, (5Z,11α,13E,15R)-
16,16-Dimethyl Prostaglandin E2,(5Z,11α,13E,15R)-11,15-Dihydroxy-16,16-dimethyl-9-oxo-prosta-5,13-dien-1oicacid

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
541.3±50.0 °C at 760 mmHg

[ Melting Point ]:
-85.6ºC

[ Molecular Formula ]:
C22H36O5

[ Molecular Weight ]:
380.518

[ Flash Point ]:
295.2±26.6 °C

[ Exact Mass ]:
380.256287

[ PSA ]:
94.83000

[ LogP ]:
2.57

[ Vapour Pressure ]:
0.0±3.3 mmHg at 25°C

[ Index of Refraction ]:
1.551

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UK7894000
CHEMICAL NAME :
Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-16,16-dimethyl-9-oxo-, (5Z,11-alpha,13E,15R)-
CAS REGISTRY NUMBER :
39746-25-3
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C22-H36-O5
MOLECULAR WEIGHT :
380.58

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
4 ug/kg
SEX/DURATION :
female 34 week(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
PRGLBA Prostaglandins. (Geron-X, Inc., P.O. Box 1108, Los Altos, CA 94022) V.1- 1972- Volume(issue)/page/year: 6,349,1974
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravaginal
DOSE :
64 ug/kg
SEX/DURATION :
female 6 week(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion
REFERENCE :
CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 16,167,1977

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H319-H336

[ Supplemental HS ]:
Repeated exposure may cause skin dryness or cracking.

[ Precautionary Statements ]:
P210-P280-P304 + P340 + P312-P305 + P351 + P338-P337 + P313-P403 + P235

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F,Xn,Xi

[ Risk Phrases ]:
11-20/21/22-36/37/38-67-66-36

[ Safety Phrases ]:
16-26-36

[ RIDADR ]:
UN 1231 3/PG 2

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • methyl (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E)-3-hydroxy-4,4-dimethyloct-1-enyl]-5-oxocyclopentyl]hept-5-enoate
  • methyl (Z)-7-((1R,2R,3S)-2-((S,E)-4,4-dimethyl-3-((trimethylsilyl)oxy)oct-1-en-1-yl)-5-oxo-3-((trimethylsilyl)oxy)cyclopentyl)hept-5-enoate

DownStream

  • 16,16-dimethyl Prostaglandin A2

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Related Compounds

  • 16,16-Dimethyl Prostaglandin E2
  • 11-deoxy-16,16-dimethyl Prostaglandin E2
  • 9-deoxy-9-methylene-16,16-dimethyl prostaglandin e2, potassium salt
  • 16,16-dimethyl Prostaglandin E2 p-(p-acetamidobenzamido) phenyl ester
  • 16,16-DIMETHYL PROSTAGLANDIN F2ALPHA
  • 16,16-dimethyl Prostaglandin E1
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  • 5-Bromo-2,3,4,5-tetrahydropyridine
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  • N-((2-(Ethylthio)pyrimidin-5-yl)methyl)propan-2-amine
  • 5-((tert-Butylamino)methyl)pyrimidin-2-amine
  • 3-[(5-Ethyl-3-methyl-benzofuran-2-carbonyl)-amino]-propionic acid methyl ester
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