Basic information
- CAS
110221-53-9- Standard SMILES
O=C(O)CN1C[C@@H](c2cccs2)SC[C@H](N[C@@H](CCc2ccccc2)C(=O)O)C1=O- InChIKey
KZVWEOXAPZXAFB-BQFCYCMXSA-N- Molecular formula
- C21H24N2O5S2
- Average molar mass
- 448.6 g/mol
- Monoisotopic mass
- 448.11266422
Overview
Temocaprilat is a non-proteinogenic alpha-amino acid.
Names & identifiers
- Preferred name
- Temocaprilat
- IUPAC
- (2S)-2-[[(2S,6R)-4-(carboxymethyl)-5-oxo-2-thiophen-2-yl-1,4-thiazepan-6-yl]amino]-4-phenylbutanoic acid
- English name
- Temocaprilat
- Molecular formula
- C21H24N2O5S2
- Molecular weight
- 448.56
Names & synonyms
Temocaprilat110221-53-9Temocapril DiacidRS-5139temocaprilateRNH-5139temocaprilato(2S)-2-[[(2S,6R)-4-(carboxymethyl)-5-oxo-2-thiophen-2-yl-1,4-thiazepan-6-yl]amino]-4-phenylbutanoic acid2D6A12Q12RDTXSID608913501,4-Thiazepine-4(5H)-acetic acid, 6-((1-carboxy-3-phenylpropyl)amino)tetrahydro-5-oxo-2-(2-thienyl)-, (2S-(2alpha,6beta(R*)))-temocaprilatum
Show more names
[3H]-TemocaprilatTemocapril Impurity 1TEMOCAPRILAT(FORR&DONLY)Temocaprilat, 10 mM in DMSO[[[2S,6R]-6-[[(S)-1-Carboxy-3-phenylpropyl]amino]hexahydro-5-oxo-2-(2-thienyl)-1,4-thiazepin]-4-yl]acetic acid(2S,6R)-6-[[(1S)-1-Carboxy-3-phenylpropyl]amino]tetrahydro-5-oxo-2-(2-thienyl)-1,4-thiazepine-4(5H)-acetic Acid
(2S)-2-(((2S,6R)-4-(carboxymethyl)-5-oxo-2-thiophen-2-yl-1,4-thiazepan-6-yl)amino)-4-phenylbutanoic acidRefChem:187800DTXCID601030503(2S)-2-(((2S,6R)-4-(carboxymethyl)-5-oxo-2-(2-thienyl)-1,4-thiazepan-6-yl)amino)-4-phenyl-butanoic acid(2S)-2-[[(2S,6R)-4-(carboxymethyl)-5-oxo-2-(2-thienyl)-1,4-thiazepan-6-yl]amino]-4-phenyl-butanoic acidRNH 5139CHEMBL300841RS 5139
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 160 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 614
Physicochemical properties
- Melting point
- 2300 C · >2300C (dec)
- alpha
- 25 D · 25D +63.4° (c = 1 in DMF)
- Boiling point
- 743.6 · 743.6±60.0 °C(Predicted)
- Density
- 1.41 · 1.41±0.1 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 2.09 · 2.09±0.10(Predicted)
- color
- White to Off-White
- FDA UNII
- 2 D6A12Q12R · 2D6A12Q12R
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 317 · H317-H319
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H317-H319
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
Metabolite PathwaysTemocapril Action Pathway
Applications
DescriptionTemocaprilat 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.
UsesAntihypertensive.
Suppliers29 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
北京博奥森生物技术有限公司400-901-9800 18611424007 · [email protected]
上海隆盛化工有限公司58099637 13585536065 · [email protected]
上海尺水药物研究有限公司[email protected] 13564957716 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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