111659-76-8

Basic information

• Product Name: clentiazem
• Synonyms: 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-8-chloro-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-;3-Acetoxy-8-chloro-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4-(5H)-one
• CAS NO: 111659-76-8
• Molecular Formula: C22H25ClN2O4S
• Molecular Weight: 448.969
• Mol File: 111659-76-8.mol

Chemical Properties

• Boiling Point: 626.4°Cat760mmHg
• Flash Point: 332.7°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 1.31E-15mmHg at 25°C
• Refractive Index: 1.627
• PKA: 8.94±0.28(Predicted)
• CAS DataBase Reference: clentiazem(CAS DataBase Reference)
• NIST Chemistry Reference: clentiazem(111659-76-8)
• EPA Substance Registry System: clentiazem(111659-76-8)

Safety Data

• Hazardous Substances Data: 111659-76-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H25ClN2O4S/c1-14(26)29-20-21(15-5-8-17(28-4)9-6-15)30-19-13-16(23)7-10-18(19)25(22(20)27)12-11-24(2)3/h5-10,13,20-21H,11-12H2,1-4H3

Upstream product

• 23474-98-8 2-amino-5-chlorobenzenethiol 
• 95-24-9 6-chloro-2-aminobenzothiazole 
• 96125-51-8 (+/-)-threo-3-<(2-amino-5-chlorophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionic acid 
• 96087-08-0 methyl threo-3-<(5-chloro-2-nitrophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate 
• 130884-67-2 3-(2-Amino-5-chloro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid 
• 130979-64-5 3-(5-Chloro-2-nitro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester 
• 130979-65-6 3-(5-Chloro-2-nitro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid 
• 96125-50-7 (+/-)-trans-(2R,3S)-8-chloro-2,3-dihydro-3-hydroxy-2-(4'-methoxyphenyl)-1,5-benzothiazepin-4-[5H]-one 
• 96125-49-4 methyl trans-3-(4-methoxyphenyl)glycidate 
• 14371-79-0 2-nitro-5-chlorothiophenol 
• 108-24-7 acetic anhydride 
• 130979-60-1 (2R,3S)-8-Chloro-5-(2-dimethylamino-ethyl)-3-hydroxy-2-(4-methoxy-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 
• 96125-21-2 3-(5-Chloro-2-nitro-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid 
• 96125-60-9 (+/-)-cis-8-chloro-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one 

Relevant articles and documents

THERAPY FOR COMPLICATIONS OF DIABETES

A method for enhancing glycemic control and/or insulin sensitivity in a human subject having diabetic nephropathy and/or metabolic syndrome comprises administering to the subject a selective endothelin A (ETA) receptor antagonist in a glycemic control and/or insulin sensitivity enhancing effective amount. A method for treating a complex of comorbidities in an elderly diabetic human subject comprises administering to the subject a selective ETA receptor antagonist in combination or as adjunctive therapy with at least one additional agent that is (i) other than a selective ETA receptor antagonist and (ii) effective in treatment of diabetes and/or at least one of said comorbidities other than hypertension. A therapeutic combination useful in such a method comprises a selective ETA receptor antagonist and at least one antidiabetic, anti-obesity or antidyslipidemic agent other than a selective ETA receptor antagonist.

ANTIHYPERTENSIVE THERAPY

A new use of darusentan is provided in preparation of a pharmaceutical composition for lowering blood pressure in a patient exhibiting resistance to a baseline antihypertensive therapy with one or more drugs. The composition comprises darusentan in an amount providing a therapeutically effective daily dose; wherein (a) the composition is orally deliverable and/or (b) the daily dose of darusentan is effective to provide a reduction of at least about 3 mmHg in one or more blood pressure parameters selected from trough sitting systolic, trough sitting diastolic, 24-hour ambulatory systolic, 24-hour ambulatory diastolic, maximum diurnal systolic and maximum diurnal diastolic blood pressures. Further provided is a new use of darusentan in preparation of a pharmaceutical composition for lowering blood pressure in a patient exhibiting resistance to a baseline antihypertensive therapy, wherein the composition is administered adjunctively with at least one diuretic and at least one antihypertensive drug selected from ACE inhibitors, angiotensin II receptor blockers, beta-adrenergic receptor blockers and calcium channel blockers.

Method for treating resistant hypertension

A method is provided for lowering blood pressure in a patient having clinically diagnosed resistant hypertension. The method comprises administering darusentan to the patient adjunctively with a baseline antihypertensive regimen that comprises administration of at least one diuretic and at least two antihypertensive drugs selected from at least two of (a) ACE inhibitors and angiotensin II receptor blockers, (b) beta-adrenergic receptor blockers and (c) calcium channel blockers. The darusentan is orally administered at a dose and frequency effective, in combination with the baseline regimen, to provide a reduction of at least about 3 mmHg in one or more blood pressure parameters selected from trough sitting systolic, trough sitting diastolic, 24-hour ambulatory systolic, 24-hour ambulatory diastolic, maximum diurnal systolic and maximum diurnal diastolic blood pressures.

Synthesis of Halogen-Substituted 1,5-Benzothiazepine Derivatives and Their Vasodilating and Hypotensive Activities

In an attempt to improve the effectiveness and duration of the action of diltiazem (1), a 1,5-benzothiazepine calcium channel blocker, its derivatives (2) with halogen substituents on the fused benzene ring were synthesized.These compounds were evaluated for their effects on vertebral and coronary blood flows and antihypertensive activity.The structure-activity relationships are discussed.The 8-chloro derivative ((+)-2b), the most potent compound in this series, was selected for clinical evaluation as a cerebral vasodilating and antihypertensive agent.

Use of benzothiazepines as potentiators of anti-cancer drugs

Certain benzothiazepines are cancer drug potentiators.