Diltiazem

Modify Date: 2024-01-02 18:40:27

Diltiazem Structure
Diltiazem structure
Common Name Diltiazem
CAS Number 42399-41-7 Molecular Weight 414.518
Density 1.3±0.1 g/cm3 Boiling Point 594.4±50.0 °C at 760 mmHg
Molecular Formula C22H26N2O4S Melting Point 104-106°C (lit.)
MSDS N/A Flash Point 313.3±30.1 °C

 Use of Diltiazem


Diltiazem is an orally active L-type Ca2+ channel blocker, with antihypertensive and antiarrhythmic effects. Diltiazem can be used for the research of cardiac arrhythmia, hypertension, and angina pectoris[1][2][3].

 Names

Name diltiazem
Synonym More Synonyms

 Diltiazem Biological Activity

Description Diltiazem is an orally active L-type Ca2+ channel blocker, with antihypertensive and antiarrhythmic effects. Diltiazem can be used for the research of cardiac arrhythmia, hypertension, and angina pectoris[1][2][3].
Related Catalog
Target

L-type Ca2+ channel[1]

In Vitro Diltiazem (200 µM) in the superfusate, multichannel currents shows a use-dependent decline in amplitude reflecting reductions in the numbers of superpositions of channel openings in isolated guinea pig ventricular myocytes[1]. Diltiazem reduces Ca2+ influx by accelerating inactivation during action potentials, and that the use-dependent blockade is due to increases in the number of channels in a sustained closed state[1].
In Vivo Diltiazem (100 mg/kg; p.o.; for 4 weeks) prevents aortic aneurysm formation in a blood pressure-independent manner[3]. Diltiazem limits aortic aneurysm formation in mice by a blood pressure–independent anti-inflammatory effect on monocytic cells[3]. Diltiazem (2 mg/kg; i.v.) has t1/2 of 61.2 min, CLel of 3.2 mL/min[4]. Animal Model: Male ApoE−/− mice, angiotensin II induced aneurysms[3] Dosage: 100 mg/kg Administration: Oral administration, in drinking water, for 4 weeks Result: Srongly reduced the vascular remodeling but also lowered the blood pressure. Animal Model: Rat (200-250 g)[4] Dosage: 2 mg/kg (Pharmacokinetic Analysis) Administration: Intravenous injection Result: T1/2 (61.2 min), CLel (3.2 mL/min)
References

[1]. Yoshinari Niimi, et al. Diltiazem facilitates inactivation of single L-type calcium channels in guinea pig ventricular myocytes. Jpn Heart J. 2003 Nov;44(6):1005-14.

[2]. S Lin Tang, et l. Structural Basis for Diltiazem Block of a Voltage-Gated Ca2+ Channel. Mol Pharmacol. 2019 Oct; 96(4): 485–492.

[3]. Anja Mieth , et al. L-type calcium channel inhibitor diltiazem prevents aneurysm formation by blood pressure-independent anti-inflammatory effects. Hypertension. 2013 Dec;62(6):1098-104.

[4]. S. J. Downing, et al. Diltiazem pharmacokinetics in the rat and relationship between its serum concentration and uterine and cardiovascular effects. Br J Pharmacol. 1987 Aug; 91(4): 735–745.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 594.4±50.0 °C at 760 mmHg
Melting Point 104-106°C (lit.)
Molecular Formula C22H26N2O4S
Molecular Weight 414.518
Flash Point 313.3±30.1 °C
Exact Mass 414.161316
PSA 84.38000
LogP 3.63
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.621
Storage condition 20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DL0280000
CHEMICAL NAME :
1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-(2-(dimethylamino)ethyl)-2,3-dihydro- 2-(4- methoxyphenyl)-, (2S-cis)-
CAS REGISTRY NUMBER :
42399-41-7
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C22-H26-N2-O4-S
MOLECULAR WEIGHT :
414.56

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
740 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JJTOEX Japanese Journal of Toxicology. (Yakugyo Jihosha, Hokushin Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo, 101, Japan) V.1- 1988- Volume(issue)/page/year: 4,121,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
61 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JJTOEX Japanese Journal of Toxicology. (Yakugyo Jihosha, Hokushin Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo, 101, Japan) V.1- 1988- Volume(issue)/page/year: 4,121,1991

 Safety Information

Hazard Codes Xi

 Synthetic Route

 Synonyms

(+)-cis-5-[2-(Dimethylamino)ethyl]-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one Acetate (Ester)
Adizem
EINECS 255-796-4
d-Diltiazem
Citizem
Diladel
DILTIAZEN
Deltazen
Adizem XL
1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-cis)-
(2S,3S)-5-[2-(Dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
TILDIEM300LP
diltiazemum [INN_la]
(2S-cis)-3-(Acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
(+)-cis-Diltiazem
(+)-Diltiazem
1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-cis)-
Dilrene
Diltiazem
(2S,3S)-5-[2-(Dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-ylacetat
1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S,3S)-
(2S,3S)-3-(Acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
Cardizen LA
MFCD00868239
Coras
(2S,3S)-5-[2-(dimethylamino)ethyl]-2-[4-(methyloxy)phenyl]-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
Zilden
Top Suppliers:I want be here




Get all suppliers and price by the below link:

Diltiazem suppliers

Diltiazem price