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O1385

Sigma-Aldrich

Ozagrel hydrochloride hydrate

≥98% (HPLC), solid

Synonym(s):

(E)-3-[4-(Imidazol-1-ylmethyl)phenyl]propenoic acid hydrochloride hydrate, OKY-046

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About This Item

Empirical Formula (Hill Notation):
C13H12N2O2 · HCl · xH2O
CAS Number:
Molecular Weight:
264.71 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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Quality Level

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to off-white

solubility

H2O: soluble

storage temp.

room temp

SMILES string

O.Cl.OC(=O)\C=C\c1ccc(Cn2ccnc2)cc1

InChI

1S/C13H12N2O2.ClH.H2O/c16-13(17)6-5-11-1-3-12(4-2-11)9-15-8-7-14-10-15;;/h1-8,10H,9H2,(H,16,17);1H;1H2/b6-5+;;

InChI key

OWIZTYOMGVTSDP-TXOOBNKBSA-N

Application

Ozagrel hydrochloride hydrate has been used as a thromboxane synthase inhibitor:
  • in high cholesterol-diet rats (HC) to test its effect on arteriolar constriction[1]
  • to pre-treat mice to test its effect on lipopolysaccharide (LPS)-induced behavioral changes[2]
  • to test its effect on arteriolar vasoconstriction in hyperglycemic mice[3]

Biochem/physiol Actions

Ozagrel is a selective thromboxane A2 synthase (TXA2) inhibitor.
Ozagrel is useful in treating lacunar and thrombotic stroke. It blocks vasoconstriction and platelet aggregation.[4] Ozagrel aids in improving the prostacyclin (PGI2)/ thromboxane A2 (TXA2) in the acute phase of cerebral ischemia.[4] It improves endothelial dysfunction in L-methionine-induced hyperhomocysteinemia (HHcy)-induced vascular cognitive impairment and dementia (VCID).[5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Yoichi Ishitsuka et al.
Journal of pharmacological sciences, 111(2), 211-215 (2009-09-29)
This study examined the effect of ozagrel, a thromboxane A(2) synthase inhibitor, on the accumulation of leucocytes and chemokine mRNA expression in lungs experimentally injured using oleic acid (OA). OA injection into guinea pigs rapidly increased thromboxane A(2) generation and
Seungjun Lee et al.
Microvascular research, 76(3), 217-223 (2008-08-23)
Retinal blood flow decreases early in the progression of diabetic retinopathy; however, the mediators and mechanisms responsible for this decrease have yet to be determined. In this study, diabetes was induced by streptozotocin in rats, and retinal blood flow was
K Shinagawa et al.
British journal of pharmacology, 131(2), 266-270 (2000-09-19)
1. The purpose of this study was to investigate the involvement of thromboxane A(2) (TXA(2)) in the cough response in a guinea-pig cough model. Here, we describe results obtained using a selective TXA(2) synthetase inhibitor, ozagrel, and a selective TXA(2)
Yukiko Enomoto et al.
Atherosclerosis, 209(2), 415-421 (2009-11-26)
The plasma level of soluble CD40 ligand (sCD40L), which induces pro-inflammatory and pro-atherogenic responses, is known to be elevated in atherosclerotic patients. In this study, we investigated the mechanism of sCD40L release from human platelets, focusing on the involvement of
Yuichi Abe et al.
Gastroenterology, 145(3), 658-667 (2013-05-21)
A 3-dimensional (3D) culture system for immortalized human hepatocytes (HuS-E/2 cells) recently was shown to support the lifecycle of blood-borne hepatitis C virus (HCV). We used this system to identify proteins that are active during the HCV lifecycle under 3D

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