110221-53-9

Basic information

• Product Name: Temocaprilat
• Synonyms: RS-5139;TEMOCAPRILAT(FORR&DONLY);(+)-[(2S,6R)-6-[[(S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-5-oxo-2-(2-thienyl)perhydro-1,4-thiazepin-4-yl]acetic acid;Temocaprilat;(2S,6R)-6-[[(1S)-1-Carboxy-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-1,4-thiazepine-4(5H)-acetic Acid;Temocapril Diacid;Temocaprilate;[[[2S,6R]-6-[[(S)-1-Carboxy-3-phenylpropyl]amino]hexahydro-5-oxo-2-(2-thienyl)-1,4-thiazepin]-4-yl]acetic acid
• CAS NO: 110221-53-9
• Molecular Formula: C₂₁H₂₄N₂O₅S₂
• Molecular Weight: 448.56
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 110221-53-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: >2300C (dec)
• Boiling Point: 743.6oCat760mmHg
• Flash Point: 403.5oC
• Appearance: White to Off-White Solid
• Density: 1.41g/cm³
• Vapor Pressure: 3.18E-23mmHg at 25°C
• Refractive Index: 1.665
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.09±0.10(Predicted)
• CAS DataBase Reference: Temocaprilat(CAS DataBase Reference)
• NIST Chemistry Reference: Temocaprilat(110221-53-9)
• EPA Substance Registry System: Temocaprilat(110221-53-9)

Safety Data

• Hazardous Substances Data: 110221-53-9(Hazardous Substances Data)

Usage

Description

Temocaprilat is an inhibitor of angiotensin-converting enzyme (ACE; IC50 = 3.6 nM for rabbit lung ACE). It inhibits contraction of isolated rat aorta induced by angiotensin I with an IC50 value of 7.6 nM. Temocaprilat (1-30 μg/kg, i.v.) inhibits angiotensin I-induced pressor responses in anesthetized rats in a dose-dependent manner.

Chemical Properties

White to Off-White Solid

Uses

Different sources of media describe the Uses of 110221-53-9 differently. You can refer to the following data:
1. Antihypertensive
2. Antihypertensive.

InChI:InChI=1/C21H24N2O5S2/c24-19(25)12-23-11-18(17-7-4-10-29-17)30-13-16(20(23)26)22-15(21(27)28)9-8-14-5-2-1-3-6-14/h1-7,10,15-16,18,22H,8-9,11-13H2,(H,24,25)(H,27,28)/t15-,16-,18-/m0/s1

Upstream product

• 102090-86-8 N-t-butoxycarbonyl-S-[2-nitro-1-(thien-2-yl)ethyl]-L-cysteine 
• 102090-87-9 S-[2-amino-1-(thien-2-yl)ethyl]-N-t-butoxycarbonyl-L-cysteine 
• 950913-92-5 6(R)-t-butoxycarbonylamino-5-oxo-2-(2-thienyl)perhydro-1,4-thiazepine 
• 110143-65-2 2-oxo-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester 
• 110221-37-9 (S)-2-((2S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester 
• 88767-98-0 ethyl (R)-4-phenyl-2-<<(trifluoromethyl)sulfonyl>oxy>butyrate 
• 90315-82-5 ethyl (R)-2-hydroxy-4-phenylbutyrate 
• 29678-81-7 (R)-2-hydroxy4-phenylbutanoic acid 
• 110143-66-3 R-2-hydroxy-4-phenylbutyric acid L-menthyl ester 
• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 34312-77-1 1-(2-thienyl)-2-nitroethene 
• 111902-57-9 temocapril 
• 110221-44-8 temocapril Hydrochloride 
• 110143-57-2 (S)-2-((2S,6R)-5-Oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester 

Related news

Biliary excretion of taurolithocholate-sulfate and Temocaprilat (cas 110221-53-9) in cholestatic rats induced by bile duct-ligation and ethinylestradiol08/08/2019

Down-regulation of multidrug resistance protein 2 (Mrp2), a major canalicular organic anion transporter, has been reported in various cholestatic models and in patients with cholestasis. In the present study, biliary excretion of taurolithocholate-sulfate and temocaprilat, substrates of Mrp2, wa...detailed

Relevant articles and documents

Hydrolytic profile for ester- or amide-linkage by carboxylesterases pI 5.3 and 4.5 from human liver

Carboxylesterases (EC 3.1.1.1) from human liver were purified using Q- Sepharose, Sephadex G-150, isoelectrofocusing and Con A-Sepharose. The calculated molecular mass of the pI 5.3 enzyme was 120 kDa and 61 kDa from the results of Sephadex G-150 gel filtration and SDS-polyacrylamide gel electrophoresis (PAGE), respectively, suggesting that this enzyme is a dimer. On the other hand, carboxylesterase pI 4.5, with a molecular-mass of 64 kDa, was a monomer. The activities of both enzymes were inhibited by typical serine enzyme inhibitors. Amino acid sequence analysis of the purified enzymes pI 5.3 and 4.5 showed high homology with rabbit carboxylesterase form 1 and 2, respectively. The results also suggested that carboxylesterase pI 5.3 is identical to the deduced amino acid sequence from cDNA for HUI, and that carboxylesterase pI 4.5 is identical to the deduced amino acid sequence from the cDNA registered as human carboxylesterase (hCE-2) in GenBank. We first purified carboxylesterase pI 4.5 and investigated its hydrolytic activity upon various drugs. The two enzymes differed in substrate specificity. Prodrugs of angiotensin-converting enzyme inhibitors, such as delapril and imidapril, were converted to active metabolites by carboxylesterase pI 5.3, but not by carboxylesterase pI 4.5. The hydrolysis velocity of temocapril by carboxylesterase pI 5.3 was 12-fold faster than by carboxylesterase pI 4.5. In contrast, aspirin oxybutynin and procaine were hydrolyzed by only carboxylesterase pI 4.5. We also found that an amide- linkage in drugs, except for that in aniracetam was not a good substrate for the two enzymes. Consequently, carboxylesterases pI 5.3 and 4.5 maybe involved in the metabolism of various drugs containing an ester-linkage.