111902-57-9

111902-57-9 structure

Name: Temocapril
Chemical Name: 2-[(2S)-6-[[(1S)-1-Ethoxycarbonyl-3-phenyl-propyl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazepan-4-yl]acetic acid
CAS Number: 111902-57-9
Molecular Formula: C₂₃H₂₈N₂O₅S₂
Molecular Weight: 476.60900
Catalog: API Circulatory system medication Antihypertensive drug
Create Date: 2018-05-18 08:00:00
Modify Date: 2026-07-14 13:07:50
Temocapril is an orally active angiotensin-converting enzyme (ACE) inhibitor. Temocapril can be used for the research of hypertension, congestive heart failure, acute myocardial infarction, insulin resistance, and renal diseases[1][2].

Name	2-[(2S)-6-[[(1S)-1-Ethoxycarbonyl-3-phenyl-propyl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazepan-4-yl]acetic acid
Synonyms	(+)-[(2s,6r)-6-[[(s)-1-(ethoxycbonyl)-3-phenylpropyl]amino]-5-oxo-2-(2-thienyl)perhydro-1,4-thiazin-4-yl]acetic acid TeMocapril //BP 2-((2S,6R)-6-((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-ylamino)-5-oxo-2-(thiophen-2-yl)-1,4-thiazan-4-yl)aceticacid Mn-SOD,inhibit,Temocaprilat,Cu/ZnSOD,renal diseases,het failure,hypertension,Temocapril,insulin resistance,redox proteins TRX,human cboxylesterase,enzyme,acute myocdial infction,Temocapil,neonatal rat cdiomyocytes,CES1,Angiotensin-converting Enzyme (ACE),angiotensin-converting,Angiotensin (I),N-acetyltetradecaptide renin substrate,Inhibitor 2-[(2S)-6-[[(1S)-1-carbethoxy-3-phenyl-propyl]amino]-5-keto-2-(2-thienyl)-1,4-thiazepan-4-yl]acetic acid 2-((2S,6R)-6-((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-ylamino)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-4-yl)aceticacid 2-[(2s)-6-[[(1s)-1-ethoxycbonyl-3-phenyl-propyl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazan-4-yl]acetic acid 2-[(2S,6R)-6-[[(S)-1-(Ethoxycbonyl)-3-phenylpropyl]amino]-5-oxo-2-(2-thienyl)-2,5,6,7-tetrahydro-1,4-thiazine-4(3H)-yl]acetic acid 1,4-Thiazine-4(5H)-acetic acid, 6-[[(1S)-1-(ethoxycbonyl)-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-, (2S,6R)- (9CI) Temocapril & Temocapril Hydrochloride 2-[(2S)-6-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazan-4-yl]acetic acid 1,4-Thiazine-4(5H)-acetic acid, 6-[[(1S)-1-(ethoxycbonyl)-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-, (2S,6R) 2-[(2S)-6-[[(2S)-1-ethoxy-1-oxo-4-phenyl-butan-2-yl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazepan-4-yl]ethanoic acid (2E,5E)-2,6-bis(butylamino)-4-hta-2,5-dienone TEMOCAPRIL HCl Temocapil, 10 mM in DMSO 2-[(2S)-6-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazepan-4-yl]acetic acid Temocapril Impurity 5 (2S,6R)-6-[[(1S)-1-(Ethoxycbonyl)-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-1,4-thiazine-4(5H)-acetic Acid (2S,6R)-6-[[(1S)-1-(Ethoxycbonyl)-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-1,4-thiazine-4(5H)-acetic Aci TEMOCAPRIL DISCONTINUED SEE T017301 2-[(2S)-6-[[(1S)-1-cbethoxy-3-phenyl-propyl]amino]-5-keto-2-(2-thienyl)-1,4-thiazan-4-yl]acetic acid TemocaprilnDiscontinued TEMOCAPRIL 2-[(2S)-6-[[(1S)-1-Ethoxycbonyl-3-phenyl-propyl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazan-4-yl]acetic acid //BP [[(2S,6R)-6-[[(S)-1-(Ethoxycbonyl)-3-phenylpropyl]amino]hexahydro-5-oxo-2-(2-thienyl)-1,4-thiazin]-4-yl]acetic acid 1,4-Thiazine-4(5H)-acetic acid, 6-[[1-(ethoxycbonyl)-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-, [2S-[2a,6b(R*)]] 2-[(2S)-6-[[(2S)-1-ethoxy-1-oxo-4-phenyl-butan-2-yl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazan-4-yl]ethanoic acid Temocapil

Description	Temocapril is an orally active angiotensin-converting enzyme (ACE) inhibitor. Temocapril can be used for the research of hypertension, congestive heart failure, acute myocardial infarction, insulin resistance, and renal diseases[1][2].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)
Target	Angiotensin-converting Enzyme (ACE)[1]
In Vitro	Temocapril hydrochloride is a prodrug of the ACE inhibitor, Temocaprilat. Temocapril hydrochloride can be readily uptaken via the small intestine, and then be converted to its active metabolite (temocaprilat) by CES1 (human carboxylesterase 1) in the liver[1]. Temocapril hydrochloride (500 nM) reduces the inhibitory effects of RS (N-acetyltetradecapeptide renin substrate) and AngI (angiotensin) on neurogenic vasodilation in the spontaneously hypertensive rats (SHR)[2]. Temocapril hydrochloride (0.1-10 μM; 24 h) shows inductive effects on redox proteins thioredoxin (TRX) while no effect on antioxidant enzymes Cu/ZnSOD and Mn-SOD expressions[3]. Western Blot Analysis[3] Cell Line: Cultured neonatal rat cardiomyocytes Concentration: 0.1 μM, 1 μM, 10 μM Incubation Time: 24 hours Result: Enhanced redox proteins thioredoxin (TRX) expression 1.9-fold at 10 μM without affecting TRX2, Cu/Zn-SOD or Mn-SOD protein expression.
In Vivo	Temocapril (10 mg/kg; p.o.; 21 d) enhances cardiomyocyte thioredoxin expression and ameliorates autoimmune myocarditis[3]. Temocapril (30 mg/kg; p.o.; daily; for 4 weeks) suppresses Angiotensin I-induced hypertension, plasma and renal ACE activity, but fails to reduce the level of Ang II in the kidney[4]. Animal Model: Experimental autoimmune myocarditis (EAM) rat model[3] Dosage: 10 mg/kg Administration: Oral gavage; administration by water; 21 days Result: Ameliorated EAM and prevented cellular proteins from oxidation. Enhanced cardiomyocyte redox regulatory protein TRX expression. Animal Model: Male Sprague Dawley rats[4] Dosage: 30 mg/kg Administration: Oral gavage, daily, for 4 weeks Result: Suppressed the blood pressure elevation induced by Ang I.
References	[1]. Fukami T, et al. In vitro evaluation of inhibitory effects of antidiabetic and antihyperlipidemic drugs on human carboxylesterase activities. Drug Metab Dispos. 2010 Dec;38(12):2173-8. [2]. Kawasaki H, et al. Angiotensin inhibits neurotransmission of calcitonin gene-related peptide-containing vasodilator nerves in mesenteric artery of spontaneously hypertensive rats. J Pharmacol Exp Ther. 1998 Feb;284(2):508-15. [3]. Yuan Z, et al. Temocapril treatment ameliorates autoimmune myocarditis associated with enhanced cardiomyocyte thioredoxin expression. Cardiovasc Res. 2002 Aug 1;55(2):320-8. [4]. Ohnishi K, et al. Angiotensin-converting enzyme inhibitor does not suppress renal angiotensin II levels in angiotensin I-infused rats. J Pharmacol Sci. 2013;122(2):103-8.

Density	1.33 g/cm3
Boiling Point	717.4ºC at 760 mmHg
Melting Point	>230ºC (dec)
Molecular Formula	C₂₃H₂₈N₂O₅S₂
Molecular Weight	476.60900
Flash Point	387.7ºC
Exact Mass	476.14400
PSA	149.48000
LogP	3.30070
Storage condition	-20℃