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About This Item
Empirical Formula (Hill Notation):
C22H26N2O4S · xHCl
CAS Number:
Molecular Weight:
414.52 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic)
description
Merck USA index - 14, 3202
Quality Segment
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
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
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.
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)
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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