2348. Clentiazem

Nomenclature

CAS number: 96125-53-0
(2S,3S)-3-(Acetyloxy)-8-chloro-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one; (+)-(2S,3S)-8-chloro-5-[2-(dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one acetate (ester).
C22H25ClN2O4S; mol wt 448.96.
C 58.85%, H 5.61%, Cl 7.90%, N 6.24%, O 14.25%, S 7.14%.

Description and references

Calcium channel blocker; 8-chloro derivative of diltiazem. Prepn: M. Takeda et al., EP 127882; eidem, US 4567175 (1984, 1986 both to Tanabe); H. Inoue et al., J. Med. Chem. 34, 675 (1991). Cardiovascular pharmacology: H. Narita et al., Arzneim.-Forsch. 38, 515 (1988). Clinical pharmacokinetics: A. K. Shah et al., J. Clin. Pharmacol. 33, 354 (1993). Clinical evaluation in hypertension: S. Kawakita et al., Clin. Cardiol. 14, 53 (1991).

Chemical structure

Derivative

Maleate.

Nomenclature

CAS number: 96128-92-6
TA-3090; Logna (Tanabe).
C22H25ClN2O4S.C4H4O4; mol wt 565.04.
C 55.27%, H 5.17%, Cl 6.27%, N 4.96%, O 22.65%, S 5.67%.

Properties

Crystals from ethanol, mp 160.5-161.5°. [α]D20 +76.5° (c = 1 in methanol).

Therapeutic Category

Antihypertensive.

Keywords

Antihypertensive; Calcium Channel Blocker; Benzothiazepines