ChemicalBook > CAS DataBase List > Prostaglandin F2a

Prostaglandin F2a

Product Name
Prostaglandin F2a
CAS No.
551-11-1
Chemical Name
Prostaglandin F2a
Synonyms
glandin;u-14583;cyclosin;Dinprost;panacelan;PGF2ALPHA;enzaprost;dinolytic;Glandin N;DINOPROST
CBNumber
CB3161368
Molecular Formula
C20H34O5
Formula Weight
354.49
MOL File
551-11-1.mol
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Prostaglandin F2a Property

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
InChI
InChI=1/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/s3
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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
538907
Product name
Prostaglandin F 2α - CAS 551-11-1 - Calbiochem
Purity
Major uterine luteolytic prostaglandin.
Packaging
1mg
Price
$111
Updated
2024/03/01
Cayman Chemical
Product number
16010
Product name
Prostaglandin F2α
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
16010
Product name
Prostaglandin F2α
Purity
≥98%
Packaging
5mg
Price
$161
Updated
2024/03/01
Cayman Chemical
Product number
16010
Product name
Prostaglandin F2α
Purity
≥98%
Packaging
10mg
Price
$283
Updated
2024/03/01
Cayman Chemical
Product number
16010
Product name
Prostaglandin F2α
Purity
≥98%
Packaging
50mg
Price
$1197
Updated
2024/03/01
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Prostaglandin F2a Chemical Properties,Usage,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

Raw materials

Preparation Products

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View Lastest Price from Prostaglandin F2a manufacturers

Sinoway Industrial co., ltd.
Product
Dinoprost/Prostaglandin F2A 551-11-1
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99% up
Supply Ability
20 tons
Release date
2024-06-27
Career Henan Chemical Co
Product
Prostaglandin F2a 551-11-1
Price
US $6.68/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-08

551-11-1, Prostaglandin F2aRelated Search:

Tafluprost Prostaglandin E1 Folic acid Citric acid Dienogestrel Bimatoprost Latanoprost Prostaglandin E2 Ethyl 2-(Chlorosulfonyl)acetate Hyaluronic acid LIMAPROST Diethylstilbestrol Ascoric Acid Dinoprost tromethamine DINOPROST-D4 DINOPROST ETHANOLAMIDE,Dinoprost ethanolamide, N-(2-Hydroxyethyl)-9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-amide DINOPROST TROMETAMOL Prostaglandin F2a Prostaglandin F2alpha

  • PROSTAGLANDIN F2ALPHA
  • PGF2ALPHA
  • 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)
  • 4-(3-hydroxyoct-1-enyl)-5-methylcyclopentane-1,3-diol
  • PROSTAGLANDIN F2A; PGF2Α
  • 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
  • ProstaglandinF2α&gt
  • Prostaglandin F2α
  • Prostaglandin F2α MaxSpec? Standard