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Prostaglandin F2a

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
MDL Number:
MFCD00135231
MOL File:
551-11-1.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

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)
FDA UNII B7IN85G1HY
ATC code G02AD01

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H360D
Precautionary statements  P201-P202-P264-P270-P301+P312-P308+P313
Hazardous Substances Data 551-11-1(Hazardous Substances Data)
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(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 538907 Prostaglandin F 2α - CAS 551-11-1 - Calbiochem Major uterine luteolytic prostaglandin. 551-11-1 1mg $111 2024-03-01 Buy
Cayman Chemical 16010 Prostaglandin F2α ≥98% 551-11-1 1mg $37 2024-03-01 Buy
Cayman Chemical 16010 Prostaglandin F2α ≥98% 551-11-1 5mg $161 2024-03-01 Buy
Cayman Chemical 16010 Prostaglandin F2α ≥98% 551-11-1 10mg $283 2024-03-01 Buy
Cayman Chemical 16010 Prostaglandin F2α ≥98% 551-11-1 50mg $1197 2024-03-01 Buy
Product number Packaging Price Buy
538907 1mg $111 Buy
16010 1mg $37 Buy
16010 5mg $161 Buy
16010 10mg $283 Buy
16010 50mg $1197 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 Email Country ProdList Advantage
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118 xie@china-sinoway.com China 988 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
Shanxi Xuanran Import and Export Trade Co., Ltd.
+8617735180244 mike_yan@xuanranglobal.com CHINA 4017 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 7724 58

View Lastest Price from Prostaglandin F2a manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dinoprost/Prostaglandin F2A pictures 2024-12-23 Dinoprost/Prostaglandin F2A
551-11-1
US $0.00-0.00 / Kg/Bag 1Kg/Bag 99% up 20 tons Sinoway Industrial co., ltd.
Dinoprost pictures 2024-11-19 Dinoprost
551-11-1
US $47.00-147.00 / mg ≥98% 10g TargetMol Chemicals Inc.
Prostaglandin F2a  pictures 2022-05-18 Prostaglandin F2a
551-11-1
US $0.00 / g 10g 99.0% 10tons Wuhan Godbullraw Chemical Co.,ltd
  • Dinoprost pictures
  • Dinoprost
    551-11-1
  • US $47.00-147.00 / mg
  • ≥98%
  • TargetMol Chemicals Inc.
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