Prostaglandin F2α methyl ester

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Names

[ CAS No. ]:
33854-16-9

[ Name ]:
Prostaglandin F2α methyl ester

[Synonym ]:
Methyl (5Z,9α,11α,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oate
prostaglandins f2alpha methyl ester
Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, methyl ester, (5Z,9α,11α,13E,15S)-

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
494.2±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C21H36O5

[ Molecular Weight ]:
368.508

[ Flash Point ]:
161.9±22.2 °C

[ Exact Mass ]:
368.256287

[ PSA ]:
86.99000

[ LogP ]:
2.70

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.548

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UK8021500
CHEMICAL NAME :
Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, methyl ester, (5Z,9-alpha,11-alpha, 13E,15S)-
CAS REGISTRY NUMBER :
33854-16-9
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C21-H36-O5
MOLECULAR WEIGHT :
368.57

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravaginal
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
80 ug/kg
TOXIC EFFECTS :
Gastrointestinal - nausea or vomiting
REFERENCE :
JOPDAB Journal of Pediatrics. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) V.1- 1932- Volume(issue)/page/year: 102,620,1983 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravaginal
DOSE :
80 ug/kg
SEX/DURATION :
female 7 week(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
JOPDAB Journal of Pediatrics. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) V.1- 1932- Volume(issue)/page/year: 102,620,1983
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
480 ug/kg
SEX/DURATION :
female 4 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 186,67,1973

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;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US)

[ Hazard Codes ]:
F,Xi

[ Risk Phrases ]:
11-36-66-67

[ RIDADR ]:
UN 1231 3/PG 2

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 11,15-O-bis(tert-butyldimethylsilyl)PGF2α methyl ester
  • (R)-(-)-BENZOIN
  • (1E,3S)-3-t-butyldimethylsilyloxy-1-lithio-octane
  • 5,6-Didehydro-11,15-O-bis(tert-butyldimethylsilyl)PGE2 methyl ester
  • prostaglandin H2 methyl ester
  • Prostaglandin E2 methyl ester
  • methyl 7-iodohept-5-ynoate
  • 11,15-bis(o-tert-butyldimethylsilyl) PGE2 methyl ester
  • (Z)-4-[3-(2-CHLORO-9H-THIOXANTHEN-9-YLIDENE)PROPYL]PIPERAZINE-1-ETHANOLDIHYDROCHLORIDE

DownStream

  • Prostaglandin D2
  • 13,14-DIHYDRO PROSTAGLANDIN F1ALPHA
  • sodium,(5R)-5-[(3aS,4R,5R,6aS)-5-hydroxy-4-[(Z,3S)-3-hydroxyoct-1-enyl]-4,5,6,6a-tetrahydro-3aH-cyclopenta[b]furan-3-yl]-5-fluoropentanoate
  • tromethamine

Articles

Determination of 9alpha, 11beta prostaglandin F2 in human urine. combination of solid-phase extraction and radioimmunoassay.

Prostaglandins Leukot. Essent. Fatty Acids 65(5-6) , 271-80, (2001)

This paper describes a new iodine-125 radioimmunoassay of 9alpha ,11beta-PGF2, and its use for the determination of urinary 9alpha,11beta-prostaglandin F2 after a selective one-step solid-phase extrac...

A comparative study of intravesical instillation of 15(s) 15 Me alpha and alum in the management of persistent hematuria of vesical origin.

Int. J. Clin. Pharmacol. Ther. Toxicol. 30(1) , 7-12, (1992)

A prospective randomized, controlled study was done to compare the efficacy and safety of 15(s) 15 Me PGF2 alpha intravesical instillation and 1% alum vesical irrigation in the control of vesical hema...

[Role of prostaglandins F and E in regulation of bronchial activity].

Pol. Arch. Med. Wewn. 93 , 179, (1995)

Prostaglandins (PGs) belong to the family of eicosanoids. A main substrate in their biosynthesis is arachidonic acid. Involvement of PGs in regulation of bronchial activity is a complex process and fa...


More Articles

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  • 9-acetyl-15 trans-(4-n-propylcyclohexyl)-16,17,18,19,20-pentanorprostaglandin F2α methyl ester
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