Spirapril hydrochloride

Names

[ Name ]:
Spirapril hydrochloride

[Synonym ]:
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

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]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)

[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

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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