Temocapril Hydrochloride
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Basic information
- CAS
110221-44-8- Standard SMILES
CCOC(=O)[C@H](CCc1ccccc1)N[C@H]1CS[C@H](c2cccs2)CN(CC(=O)O)C1=O.Cl- InChIKey
XDDQNOKKZKHBIX-ASBZXGSUSA-N- Molecular formula
- C23H29ClN2O5S2
- Average molar mass
- 513.1 g/mol
- Monoisotopic mass
- 512.1206421
Overview
Temocapril hydrochloride is a dipeptide.
Names & identifiers
- Preferred name
- Temocapril Hydrochloride
- IUPAC
- 2-[(2S,6R)-6-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-5-oxo-2-thiophen-2-yl-1,4-thiazepan-4-yl]acetic acid;hydrochloride
- English name
- Temocapril hydrochloride
- Molecular formula
- C23H28N2O5S2.ClH
- Molecular weight
- 513.076
Names & synonyms
temocapril hydrochloride110221-44-8Temocapril HClAcecolCS-622DTXSID70469148G820I95VPDTXCID5026914RefChem:9326981,4-Thiazepine-4(5H)-acetic acid, 6-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)tetrahydro-5-oxo-2-(2-thienyl)-, monohydrochloride, (2S-(2alpha,6beta(R*)))-2-((2S,6R)-6-(((1S)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)-5-oxo-2-(thiophen-2-yl)-2,3,6,7-tetrahydro-1,4-thiazepin-4(5H)-yl)acetic acid monohydrochlorideTemocapril (hydrochloride)
Show more names
CS-622 HClTemocarpileHCLCarbovir Impurity 4TemocarpilhydrochlorideCS-622 HCl|Temocapril HClTemocapril hydrochloride, >=99%
Acecol (TN)2-((2S,6R)-6-(((S)-1-ETHOXY-1-OXO-4-PHENYLBUTAN-2-YL)AMINO)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-4-YL)ACETIC ACID HYDROCHLORIDETEMOCAPRICS 622C23H29ClN2O5S2AC-757Temocapril hydrochloride (JP18/USAN)Tox21_112803_1
Properties
Computed structural propertiesFilling in
- Topological polar surface area
- 149 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 11
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 644
Physicochemical properties
- Melting point
- 196 · 196-2000C (dec)
- alpha
- 25 D · 25D +47.7° (c = 1 in DMF)
- storage temp.
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- solubility
- DMF (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- InChIKey
- XDDQNOKKZKHBIX-VQDSPBDZNA-N
- SMILES
- [C@@H]1(SC[C@H](N[C@H](C(=O)OCC)CCC2C=CC=CC=2)C(=O)N(CC(=O)O)C1)C1SC=CC=1.Cl |&1:0,3,5,r|
- CAS DataBase Reference
- 110221 · 110221-44-8(CAS DataBase Reference)
- FDA UNII
- 8 G820I95VP · 8G820I95VP
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H332-H335
- Precautionary statements
- 261 · P261-P280-P305+P351+P338
- Hazard Codes
- Xi
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
- Toxicity
- LD50 in mice, rats, dogs (mg/kg): >5000, >5000, >800 orally (Koike)
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H302-H315-H319-H332-H335
- Precautionary statements
- P261-P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility.
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Applications
DescriptionTemocapril is a novel ACE inhibitor marketed in Japan for the treatment of hypertension. Temocapril is three times more potent than enalapril by oral administration, and has a long duration of action. It is characterized by a rapid onset of action resulting from a fast conversion of temocapril to the active metabolite diacid. Unlike most ACE inhibitors which are excreted mainly through the kidneys, temocapril is excreted predominantly through the biliary route indicating that temocapril is especially useful for treating hypertensive patients with renal dysfunction. The potential usefulness of temocapril in the treatment of congestive heart failure has been reported.
UsesAngiotensin-converting enzyme (ACE) inhibitor. Hydrolyzed in vivo to the active diacid metabolite.
Usesangiotensin-converting enzyme inhibitor (ACE-I)
Additional notes
DefinitionChEBI: Temocapril hydrochloride is a dipeptide.
Related reactions
0 records
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Compound notes
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