309866

Diltiazem, Hydrochloride

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

• Synonym(s): Diltiazem, Hydrochloride, L-Type Calcium Channel Blocker II
• 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
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze, desiccated (hygroscopic)

Properties

• description: Merck USA index - 14, 3202
• Quality Segment: 100
• 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
• 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

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.

Biochem/physiol Actions

Reversible: no

Product does not compete with ATP.

Cell permeable: no

Primary Target
L-type Ca2+ channel

Preparation Note

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

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.

Legal Information

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

Disclaimer

Toxicity: Harmful & Carcinogenic / Teratogenic (E)

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable