CAS 94841-17-5|Spirapril hydrochloride

Introduction:Basic information about CAS 94841-17-5|Spirapril hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSpirapril hydrochloride
CAS Number94841-17-5Molecular Weight503.07500
Density/Boiling Point697.8ºC at 760mmHg
Molecular FormulaC22H31ClN2O5S2Melting Point192-194ºC (dec.)
MSDS/Flash Point375.8ºC

Names

Name(8S)-7-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid,hydrochloride
SynonymMore Synonyms

Spirapril hydrochloride BiologicalActivity

DescriptionSpirapril (SCH 33844) hydrochloride is a potent angiotensin converting enzyme (ACE) inhibitor with antihypertensive activity. Spirapril competitively binds to ACE and prevents the conversion of angiotensin I to angiotensin II. Spirapril is an orally active prodrug of Spiraprilat and can be used for the research of hypertension, congestive heart failure[1].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Metabolic Enzyme/Protease >>Angiotensin-converting Enzyme (ACE)
Target

IC50: angiotensin converting enzyme[1]

In VivoSpirapril (feeding needle; 10 mg/kg; 3 weeks) decreases alcohol intake in TGM123 mice and dose not reduce the alcohol consumption in TLM mice. Spirapril shows a 40.2% reduction in ACE activity in brain membrane from treated-mice. It crosses the blood-brain barrier and suppresses the transgene effect in the experiments.[2] Animal Model: TGM123 mice (expressing a rat angiotensinogen transgene) and TLM ( lacking the angiotensinogen gene) mice[2] Dosage: 10 mg/kg Administration: Feeding needle; 10 mg/kg; 3 weeks Result: Alter voluntary alcohol consumption in animals. Crossed the blood-brain barrier and may influences alcohol consumption mainly by decreasing central angiotensin II (AII) levels.
References

[1]. Spirapril. Drugbank.

[2]. B Maul, et al. Alcohol consumption is controlled by angiotensin II. FASEB J

Chemical & Physical Properties

Boiling Point697.8ºC at 760mmHg
Melting Point192-194ºC (dec.)
Molecular FormulaC22H31ClN2O5S2
Molecular Weight503.07500
Flash Point375.8ºC
Exact Mass502.13600
PSA146.54000
LogP3.52160
InChIKeyCLDOLNORSLLQDI-OOAIBONUSA-N
SMILESCCOC(=O)C(CCc1ccccc1)NC(C)C(=O)N1CC2(CC1C(=O)O)SCCS2.Cl

Synonyms

TI 211-950
Sandopril
(8S-(7(R*(R*)),8R*))-7-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,4-Dithia-7-azaspiro[4.4]nonane-8-carboxylic acid monohydrochloride
(8S)-7-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid hydrochloride (1:1) (non-preferred name)
Renormax
Spirapril HCl
spiprapril hydrochloride
(8S)-7-[(2S)-2-{[(2S)-1-Ethoxy-1-oxo-4-phenyl-2-butanyl]amino}propanoyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid hydrochloride (1:1)
(8S)-7((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid 1-ethyl ester monohydrochloride
spirapril hydrochloride
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