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Fórmula empírica (notación de Hill):
C22H26N2O4S · HCl
Número CAS:
Peso molecular:
450.98
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
251-443-3
MDL number:
Beilstein/REAXYS Number:
4228706
Servicio técnico
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Permítanos ayudarleNombre del producto
(+)-cis-Diltiazem hydrochloride, ≥99% (HPLC)
Quality Level
assay
≥99% (HPLC)
form
powder
originator
Valeant
storage temp.
2-8°C
SMILES string
Cl.COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O
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
Gene Information
human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)
General description
Diltiazem hydrochloride is used to treat cardiovascular diseases, such as angina and hypertension. It acts as an inhibitor to cytochrome P450 3A (CYP3A). Diltiazem might be associated with maculopapular rashes, urticaria and pruritus.
Application
(+)-cis-Diltiazem hydrochloride has been used:
- to study its effects on diffusion and release in monolithic dispersion matrix(26)
- to study its neuroprotective effects in retinitis pigmentosa (RP) models(27)
- as an antagonist against the Cav1.2 L-type calcium channels (LTCCs)(28)
Biochem/physiol Actions
Blocks slow, or L-type Ca2+ channels; regulates Ca2+ release from intracellular stores in neutrophils; stimulates 1,4-dihydropyridine binding to Ca2+ channels; coronary vasodilator.
Features and Benefits
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Calcium Channels and Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Valeant. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Diltiazem induces severe photodistributed hyperpigmentation: case series, histoimmunopathology, management, and review of the literature
Saladi RN, et al.
Archives of Dermatology, 142(2), 206-210 (2006)
Andrés Pizzorno et al.
Cell reports. Medicine, 1(4), 100059-100059 (2020-08-25)
In the current COVID-19 pandemic context, proposing and validating effective treatments represents a major challenge. However, the scarcity of biologically relevant pre-clinical models of SARS-CoV-2 infection imposes a significant barrier for scientific and medical progress, including the rapid transition of
Effect of diltiazem on midazolam and alfentanil disposition in patients undergoing coronary artery bypass grafting
Ahonen J, et al.
Anesthesiology, 85(6), 1246-1252 (1996)
