Spirapril hydrochloride

Modify Date: 2024-01-05 15:59:17

Spirapril hydrochloride Structure
Spirapril hydrochloride structure
Common Name Spirapril hydrochloride
CAS Number 94841-17-5 Molecular Weight 503.07500
Density N/A Boiling Point 697.8ºC at 760mmHg
Molecular Formula C22H31ClN2O5S2 Melting Point 192-194ºC (dec.)
MSDS N/A Flash Point 375.8ºC

 Use of Spirapril hydrochloride


Spirapril (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].

 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
Synonym More Synonyms

 Spirapril hydrochloride Biological Activity

Description Spirapril (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 Catalog
Target

IC50: angiotensin converting enzyme[1]

In Vivo Spirapril (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 Point 697.8ºC at 760mmHg
Melting Point 192-194ºC (dec.)
Molecular Formula C22H31ClN2O5S2
Molecular Weight 503.07500
Flash Point 375.8ºC
Exact Mass 502.13600
PSA 146.54000
LogP 3.52160

 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