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Merck
CN

309866

Diltiazem, Hydrochloride

Synthetic benzothiazepine that acts as an L-type Ca2+ channel antagonist.

Synonym(s):

Diltiazem, Hydrochloride, L-Type Calcium Channel Blocker II

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About This Item

Empirical Formula (Hill Notation):
C22H26N2O4S · xHCl
CAS Number:
33286-22-5
Molecular Weight:
414.52 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00069252

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Product Name

Diltiazem, Hydrochloride, Synthetic benzothiazepine that acts as an L-type Ca2+ channel antagonist.

SMILES string

S1[C@H]([C@H](C(=O)N(c3c1cccc3)CC[N+H](C)C)OC(=O)C)c2ccc(cc2)OC.[Cl-]

InChI

1S/C22H26N2O4S.ClH/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3;/h5-12,20-21H,13-14H2,1-4H3;1H/t20-,21+;/m1./s1

InChI key

HDRXZJPWHTXQRI-BHDTVMLSSA-N

description

Merck USA index - 14, 3202

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)

color

white

solubility

water: 50 mg/mL
chloroform: soluble
methanol: soluble

shipped in

ambient

storage temp.

10-30°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: no
Primary Target
L-type Ca2+ channel
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

General description

Synthetic (+)-cis isomer that acts as an L-type Ca2+ channel antagonist. Similar in function to nifedipine and verapamil. Has a negative inotropic effect on the heart. Strongly suppresses conductance at the A-V node and automatically at the S-A node. Has also been shown to regulate Ca2+ release from intracellular stores in neutrophils.
Synthetic benzothiazepine that acts as an L-type Ca2+ channel antagonist. Similar in function to Nifedipine (Cat. No. 481981) and Verapamil (Cat. No. 676777). Has negative inotropic effects on the heart. Strongly suppresses conductance at the A-V node and automaticity at the S-A node. Has also been shown to regulate Ca2+ release from intracellular stores in neutrophils.

Other Notes

van Zwieten, P.A., and Pfaffendorf, M. 1993. J. Hypertens. Suppl. 11, S3.
Rosales, C., and Brown, E.J. 1992. J. Biol. Chem. 267, 1443.
Julian, D.G. 1987. Am. J. Cardiol. 59, 37J.
Campbell, K.P., et al. 1986. Proc. Natl. Acad. Sci. USA83, 2792.
Gallizzi, J.P., et al. 1986. J. Biol. Chem.261, 1393.
Garcia, M.L., et al. 1986. J. Biol. Chem.261, 8146.

Preparation Note

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 2 weeks at 4°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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