9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA

Product Name: 9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA
CAS No.: 56985-32-1
Chemical Name: 9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA
Synonyms: U-44069;DJKDIKIDYDXHDD-WKSHRDMKSA-N;9,11-epoxymethanoprostaglandin H(2);9,11-dideoxy-9A,11A-epoxymethano-*prostaglandin F;9,11-dideoxy-9α,11α-epoxymethanoprostaglandin f2α;9,11-DIDEOXY-9A,11A-EPOXYMETHANO-PROSTAG LANDIN F2A;9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA;9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXYMETHANO-PROSTA-5Z,13E-DIEN-1-OIC ACID;(5Z)-7-[(1S,4R)-5α-[(1E,3S)-3-Hydroxy-1-octenyl]-2-oxabicyclo[2.2.1]heptan-6β-yl]-5-heptenoic acid;5-Heptenoic acid, 7-[(1S,4R,5S,6R)-5-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxabicyclo[2.2.1]hept-6-yl]-, (5Z)-
CBNumber: CB5165643
Molecular Formula: C21H34O4
Formula Weight: 350.49
MOL File: 56985-32-1.mol

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9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA Property

Flash point:: -13℃
storage temp.: −20°C
solubility: ≤100mg/ml in ethanol;100mg/ml in DMSO;100mg/ml in dimethyl formamide
form: solution in acetate.

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Safety

Hazard Codes: Xn,Xi,F
Risk Statements: 20/21/22-67-66-36-11
Safety Statements: 22-36-26-16
RIDADR: UN1231 - class 3 - PG 2 - Methyl acetate, solution
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

H336May cause drowsiness or dizziness

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D0400
Product name: 9,11-Dideoxy-9α,11α-epoxymethanoprostaglandin F2α
Purity: solution in methyl acetate
Packaging: 1mg
Price: $255
Updated: 2024/03/01

Sigma-Aldrich

Product number: D0400
Product name: 9,11-Dideoxy-9α,11α-epoxymethanoprostaglandin F2α
Purity: solution in methyl acetate
Packaging: 5mg
Price: $1230
Updated: 2024/03/01

Cayman Chemical

Product number: 16440
Product name: U-44069
Purity: ≥98%
Packaging: 1mg
Price: $153
Updated: 2024/03/01

Cayman Chemical

Product number: 16440
Product name: U-44069
Purity: ≥98%
Packaging: 5mg
Price: $684
Updated: 2024/03/01

Sigma-Aldrich

Product number: D0400
Product name: 9,11-Dideoxy-9α,11α-epoxymethanoprostaglandin F2α
Purity: solution in methyl acetate
Packaging: 10mg
Price: $1890
Updated: 2023/01/07

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9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA Chemical Properties,Usage,Production

Uses

U-44069 is a stable analog of the endoperoxide PGH2, and a TP receptor agonist. U-44069 stimulates shape change in human platelets without a measurable increase in [Ca2+] with an EC50 of 1.8 nM. U-44069 has an EC50 of 3 μM and 54 nM for platelet aggregation and phosphatidate formation in human platelets, respectively.

Definition

ChEBI: U-44069 is a prostanoid.

Biological Activity

ec50: 3 μm and 54 nm for platelet aggregation and phosphatidate formation in human platelets, respectivelyu-44069 is a tp receptor agonist.increased production of vasoconstrictive prostanoids, such as thromboxane a2, contributes to endothelial dysfunction and increased hepatic vascular tone in cirrhosis. thromboxane a2 induces vasoconstriction via activation of the thromboxane-a2 /prostaglandin-endoperoxide (tp) receptor.

in vitro

in a previous study, dose-response relationships for raised cytoplasmic free calcium concentration and shape change were simultaneously measured. with the calcium ionophore ionomycin the threshold of free calcium concentration for shape change was 300 nm with a maximal response at 800 nm. with 1 mm external free calcium concentration the u44069 concentrations required to stimulate half-maximal shape change and an increase in free calcium concentration were 2 and 41 nm, respectively. low levels of u44069 could evoke substantial shape change without any rise in free calcium concentration. in the absence of external calcium, u44069 was able to stimulate half-maximal shape change at 2 nm, and half-maximal elevation of free calcium concentration at 69 nm [1].

in vivo

animal study showed that naive mice treated with either u-44069 at 25 or 100 μg/kg (iv), endothelin-1 (100 pmol, intranasally) or the et b receptor agonist irl-1620 (100 pmol, intranasally) had a marked increase in airway reactivity to carbachol [2].

References

[1] simpson, a. w.m.,hallam, t.j., and rink, t.j. low concentrations of the stable prostaglandin endoperoxide u44069 stimulate shape change in quin2-loaded platelets without a measurable increase in [ca2+]i. febs letters 201, 301-305 (1986).
[2] richter m, cloutier s, sirois p. endothelin, paf and thromboxane a2 in allergic pulmonary hyperreactivity in mice. prostaglandins leukot essent fatty acids. 2007 may;76(5):299-308.

9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA Preparation Products And Raw materials

Raw materials

Preparation Products

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9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA Suppliers

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56985-32-1, 9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHARelated Search:

U-46619 Bromadoline U 75875 11-DEOXY PROSTAGLANDIN F2ALPHA 9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA

U-44069

9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXYMETHANO-PROSTA-5Z,13E-DIEN-1-OIC ACID

9,11-DIDEOXY-9ALPHA,11ALPHA-EPOXY-METHANOPROSTAGLANDIN F2ALPHA

9,11-dideoxy-9A,11A-epoxymethano-*prostaglandin F

9,11-DIDEOXY-9A,11A-EPOXYMETHANO-PROSTAG LANDIN F2A

9,11-dideoxy-9α,11α-epoxymethanoprostaglandin f2α

9,11-epoxymethanoprostaglandin H(2)

(5Z)-7-[(1S,4R)-5α-[(1E,3S)-3-Hydroxy-1-octenyl]-2-oxabicyclo[2.2.1]heptan-6β-yl]-5-heptenoic acid

DJKDIKIDYDXHDD-WKSHRDMKSA-N

5-Heptenoic acid, 7-[(1S,4R,5S,6R)-5-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxabicyclo[2.2.1]hept-6-yl]-, (5Z)-

56985-32-1

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