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Prostaglandin F2a

Prostaglandin F2a Structure
CAS No.
551-11-1
Chemical Name:
Prostaglandin F2a
Synonyms
glandin;u-14583;cyclosin;Dinprost;enzaprost;dinolytic;panacelan;Glandin N;DINOPROST;Dinaprost
CBNumber:
CB3161368
Molecular Formula:
C20H34O5
Molecular Weight:
354.49
MOL File:
551-11-1.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:05

Prostaglandin F2a Properties

Melting point 25-35°
alpha D25 +23.5° (c = 1 in tetrahydrofuran)
Boiling point 407.69°C (rough estimate)
Density 1.0458 (rough estimate)
refractive index 1.6120 (estimate)
storage temp. Store at -20°C
solubility DMSO:100.0(Max Conc. mg/mL);282.1(Max Conc. mM)
Water:100.0(Max Conc. mg/mL);282.1(Max Conc. mM)
pka pKa 4.90(H2O,t=25±2,I=0.0,c<0.01,N2) (Uncertain)
form Low melting white solid or colorless oil.
color White to light brown
InChIKey PXGPLTODNUVGFL-JPYXJAOSNA-N
SMILES C([C@H]1[C@H](C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCCCC)O)/C=C\CCCC(=O)O |&1:1,2,4,6,9,r|
CAS DataBase Reference 551-11-1(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H360D
Precautionary statements  P201-P202-P264-P270-P301+P312-P308+P313
Toxicity LD50 in rabbits (mg/kg): 2.5-5.0 i.v.; 2.5-5.0 i.m. (Fujita)
NFPA 704
0
2 0

Prostaglandin F2a price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 538907 Prostaglandin F 2α - CAS 551-11-1 - Calbiochem Major uterine luteolytic prostaglandin. 551-11-1 1MG ₹14100 2022-06-14 Buy
TCI Chemicals (India) P1885 Prostaglandin F2α 551-11-1 1MG ₹3900 2022-05-26 Buy
TCI Chemicals (India) P1885 Prostaglandin F2α 551-11-1 10MG ₹15000 2022-05-26 Buy
Product number Packaging Price Buy
538907 1MG ₹14100 Buy
P1885 1MG ₹3900 Buy
P1885 10MG ₹15000 Buy

Prostaglandin F2a Chemical Properties,Uses,Production

Description

Prostaglandin F2α (PGF2α) is present in numerous species and has a widespread distribution. It can cause smooth muscle contraction in the vascular, bronchial, intestinal, and myometrial regions, and has potent luteolytic activity. PGF2α exerts its physiological effects through receptor mediation, with maximal ovine myometrial contraction being achieved at 125 nM PGF2α in vitro, and its receptor-mediated activity is most potent at 50-100 nM. Studies have also shown that PGF2α inhibits nitric oxide production in uterine tissue, enhances uterine contractility, and exhibits potent luteolytic activity. Furthermore, PGF2α functions as an activator of PGF2αR.

History

Prostaglandins (PGs) are a class of important endogenous products with a wide range of physiological activities. PGs were first discovered and named by American scholar Von Eluer in 1930. In 1962, Bergstorm extracted two pure PGs (PGF1 and PGF2) and determined their chemical structures. In 1969, Willis first proposed that PGs are an inflammatory mediator in the body. Subsequently, various physiological and pharmacological activities of PGs have been intensively studied.

Uses

Prostaglandin F2α is one of the most biologically studied of the primary prostaglandins. Closely related to Prostaglandin E2 (PGE2) in that both prostaglandins are biosynthesized from the same precursors and that PGF2 is the synthetic reduction product of PGE2.

Definition

ChEBI: Prostaglandin F2α is a prostaglandins Falpha that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15. It is a naturally occurring prostaglandin used to induce labor.

Pharmacokinetics

Dinoprost is a natural prostaglandin F2α (PGF2α), which can directly act on the myometrium, stimulate the pregnant uterus to contract the uterine muscle, and can soften and dilate the cervix, so it can be used for induced abortion and late labor induction. However, due to the instability of dinoprost at room temperature, inconvenient storage and transportation, complex synthesis process and high cost, the application of dinoprost is difficult to popularize.

Safety Profile

Poison by subcutaneous, intravenous, and intramuscular routes. Moderately toxic by ingestion. Human and experimental teratogenic and experimental reproductive effects. Human reproductive effects by subcutaneous, intravenous, intramuscular, intraperitoneal, intravaginal, and intraplacental routes: postpartum depression and other maternal effects, abortion, and changes in measures of ferulity. Human teratogenic effects by intraplacental route: extra embryonic structures. Human systemic effects by intravenous route: hypermoulity, diarrhea, nausea or vomiting. Human mutation data reported. When heated to decomposition it emits acrid smoke and fumes

Mode of action

Prostaglandin F2α (PGF2α) stimulates myometrial activity, relaxes the cervix, inhibits corpus luteal steroidogenesis, and induces luteolysis by direct action on the corpus luteum. In pregnancy, PGF2α is medically used to sustain contracture and provoke myometrial ischemia to accelerate labor and prevent significant blood loss in labor.

Prostaglandin F2a Preparation Products And Raw materials

Global( 179)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
ANVI Pharma +91-2228995761 +91-2228995761 Maharashtra, India 10 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
ANVI Pharma 91-22-28995761 Maharashtra, India 4 58 Inquiry
Clearsynth Labs 91-22-45045900 Maharashtra, India 3889 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Sinoway Industrial co., ltd. 0592-5800732; +8613806035118 China 990 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21670 55 Inquiry
BOC Sciences +1-631-485-4226 United States 19553 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29826 58 Inquiry
9ALPHA,11ALPHA,15S-TRIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID cyclosin dinolytic enzaprost enzaprostf glandin l-pgf2-alpha l-prostaglandinf2-alpha panacelan prosta-5,13-dien-1-oicacid,9,11,15-trihydroxy-,(5z,9-alpha,11-alpha,13e,15s) prostaglandinf2a prostalmonf prostarmonf prostinf2alpha prostinf2-alpha u-14583 Dinprost 7-[(1R,2S,3R,5R)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid 9α,11α,15(S)-Trihydroxy-5-cis-13-trans-prostadienoic acid 9α,11α-PGF2 9α,11α-PGF2α Cyclosin (pharmaceutical) Glandin N Protamodin (5Z,9a,11a,13E,15S)-9,11,15-Trihydroxyprosta-5,13-diene-1-oic acid DINOPROST (5z,9alpha,11alpha,13e,15s)-9,11,15-trihydroxyprosta-3,13-dien-1-oicacid 2beta(s*,e),3alpha,5alpha))-alpha(z (Z)-7-((1R,2R,3R,5S)-3,5-Dihydroxy-2-((S,E)-3-hydroxyoct-1-enyl)cyclopentyl)hept-5-enoic acid (5Z,13E,15S)-9α,11β,15-Trihydroxyprosta-5,13-dien-1-oic acid (5Z,9S,11S,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dien-1-oic acid 11-epi-PGF2α 11-epiprostaglandin F2α Prostaglandin F2a/Dinoprost Prostaglandin F2α Lipid Maps MS Standard Dinoprost TroMetaMol(Prostaglandin F2a) (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)cyclopentyl)hept-5-enoic acid (5Z,13E)-(15S)-9,11,15-trihydroxyprosta-5,13-dienoate (5z,13e)-(15s)-9-alpha,11-alpha,15-trihydroxyprosta-5,13-dienoate 5Z13E-15S-9-ALPHA11-ALPHA15-TRIHY 7-[3, 5-dihydroxy-2-(3-hydroxyl-1-octenyl) cyclopentyl]-5-heptenoic acid Dinaprost Dinoprost (Prostaglandin F2a) 5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-7-(l-5-heptenoicaci 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoicaci 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoicaci(1r-(1 7-(3,5-dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl)-5-heptenoicacid 7-[3,5-dihydroxy-2(3-hydroxy-1-octenyl)cyclopentyl]-5-heptenoicacid 9,11,15-trihydroxy-,(5z,9alpha,11alpha,13e,15s)-prosta-13-dien-1-oicacid 9,11,15-trihydroxyprosta-5,13-dien-1-oicacid amoglandin PROSTAGLANDIN F2ALPHA PGF2ALPHA 4-(3-hydroxyoct-1-enyl)-5-methylcyclopentane-1,3-diol PROSTAGLANDIN F2A; PGF2Α ProstaglandinF2α> Prostaglandin F2α Prostaglandin F2α MaxSpec? Standard