CAS 42399-41-7|Diltiazem

Introduction：Basic information about CAS 42399-41-7|Diltiazem, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Diltiazem BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Synonyms

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	/	Flash Point	313.3±30.1 °C

Names

Name	diltiazem
Synonym	More Synonyms

Diltiazem BiologicalActivity

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	Signaling Pathways >>Membrane Transporter/Ion Channel >>Calcium ChannelResearch Areas >>Cardiovascular Disease
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
InChIKey	HSUGRBWQSSZJOP-RTWAWAEBSA-N
SMILES	COc1ccc(C2Sc3ccccc3N(CCN(C)C)C(=O)C2OC(C)=O)cc1
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

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

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