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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

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
  • to pre-treat mice to test its effect on lipopolysaccharide (LPS)-induced behavioral changes
  • to test its effect on arteriolar vasoconstriction in hyperglycemic mice

Biochem/physiol Actions

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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William S Wright et al.
Experimental eye research, 86(3), 528-536 (2008-02-12)
Retinal blood flow in human diabetics has been reported to follow a biphasic time course in which an initial period of reduced flow and ischemia is often followed by a hyperemic and angiogenic phase in which flow can exceed normal
Yoshio Suzuki et al.
Neurologia medico-chirurgica, 48(6), 241-247 (2008-06-25)
Sub-analysis of the fasudil post-marketing surveillance study compared the safety and efficacy of fasudil plus ozagrel to fasudil only. A total of 3690 patients received fasudil and 1138 received fasudil plus ozagrel between 1995 and 2000. The occurrence of adverse
Akihiro Koumura et al.
The Journal of pharmacology and experimental therapeutics, 338(1), 337-344 (2011-04-16)
Rho kinase (ROCK), one of the serine/threonine kinases, is involved in pathologic conditions, and its activation causes neuronal cell death. Fasudil, a selective ROCK inhibitor, has been reported to cause increased cerebral blood flow (CBF) in the ischemic brain and
Min-ho Kim et al.
Microvascular research, 73(2), 150-155 (2006-12-13)
This study addresses the role of venule-derived mediators in the arteriolar constriction that accompanies hypercholesterolemia. Constriction was assessed by measuring the tone of small arterioles closely paired with venules in the mesentery of normal cholesterol rats (NC), high cholesterol rats
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

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