CAS Number33286-22-5
SynonymsAdizem; masdil; MFCD00069252; Kardil; Diltiazem hydrochloride s; Dilthiazem hydrochloride; (+)-cis-Diltiazem Hydrochloride; Cohlen; Cormax; Zilde; Diltiazem HCl; angiotrofin; EINECS 251-443-3; dilzem; bruzem; Diltiazem (hydrochloride); Dodexen A.P.; Diltiazem d-cis-form hydrochloride; Presokin A. P.; Tiazac; Diltiazem hydrochloride; Zilden
Molecular FormulaC22H27ClN2O4S
Molecular Weight450.98
Purity99%
Density1.26g/cm3
Boiling Point594.4ºC at 760mmHg
Melting Point212-214 °C
AppearanceOdorless white powder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 33286-22-5 |
| Catalog No. | 2A-9010165 |
| Chinese Name | 盐酸地尔硫卓 |
| Synonyms | Adizem; masdil; MFCD00069252; Kardil; Diltiazem hydrochloride s; Dilthiazem hydrochloride; (+)-cis-Diltiazem Hydrochloride; Cohlen; Cormax; Zilde; Diltiazem HCl; angiotrofin; EINECS 251-443-3; dilzem; bruzem; Diltiazem (hydrochloride); Dodexen A.P.; Diltiazem d-cis-form hydrochloride; Presokin A. P.; Tiazac; Diltiazem hydrochloride; Zilden |
| Molecular Formula | C22H27ClN2O4S |
| Molecular Weight | 450.98 |
| Purity | 99 |
| Density | 1.26g/cm3 |
| Boiling Point | 594.4ºC at 760mmHg |
| Melting Point | 212-214 °C |
| Appearance | Odorless white powder |
| Water Solubility | soluble |
| Storage Condition | Sealed, stored at 2ºC -8ºC |
| Packaging | III |
| Application | Diltiazem hydrochloride is a calcium ion influx inhibitor (slow channel blocker or calcium antagonist). |
| HTC | 2934999090 |
| PubChem ID | 329749607 |
| MDL Number | MFCD00069252 |
| SMILES | 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 |
| Beilstein/REAXYS | 4228706 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/10165_1_33286_22_5.pdf |
| Bioactivity | Diltiazem hydrochloride is a Ca2+ influx inhibitor (slow channel blocker or calcium antagonist). Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cardiovascular Disease In Vitro Benzothiazepine Ca2+ antagonist diltiazem hydrochloride interacts with transmembrane segments IIIS6 and IVS6 in the α1 subunit of L-type Ca2+ channels[1]. Diltiazem causes a dose-dependent inhibiton of contractions as well as Ca2+ influx stimulated by alpha adrenoceptor activation and high-K+ depolarization. Diltiazem is roughly equally potent in inhibiting contractions induced by high-K+ and a low concentration of norepinephrine (NE)[2]. Diltiazem also inhibits the Na-dependent Ca-efflux from heart mitochondria. Both the (+)-optical isomers of the cis- and trans-forms of diltiazem inhibit Na-Ca exchange activity with comparable potency (IC50 of 10-20 μM)[3]. In Vivo Diltiazem produces a noncompetitive inhibition of Ca2+-induced contractions of depolarized rabbit aorta. Furthermore, there is a lack of parallelism between the smooth muscle effects of removal of [Ca2+]ex and of addition of diltiazem[2]. Diltiazem improves the cardiac microcirculation and function in an experimental model of hyperthyroidism in rats. The treatment of hyperthyroid rats with losartan diltiazem (4.7±0.7%; P < 0.001) significantly reduces the percentage of fibrosis areas in the left ventricle [4]. In conscious spontaneously hypertensive rats (SHR), diltiazem dose-dependently decreases the blood pressure and increases the heart rate after intravenous administration (0.03--1 mg/kg). Oral administration of diltiazem (100 mg/kg) also reduces the blood pressure of SHR[5]. References [1]. Kraus RL, et al. Molecular mechanism of diltiazem interaction with L-type Ca2+ channels. J Biol Chem. 1998 Oct 16;273(42):27205-12. [2]. van Breemen C, et al. The mechanism of inhibitory action of diltiazem on vascular smooth muscle contractility. J Pharmacol Exp Ther. 1981 Aug;218(2):459-63. [3]. Chiesi M, et al. Stereospecific action of diltiazem on the mitochondrial Na-Ca exchange system and on sarcolemmal Ca-channels. Biochem Pharmacol. 1987 Sep 1;36(17):2735-40. [4]. Freitas F, et al. Cardiac microvascular rarefaction in hyperthyroid rats is reversed by losartan, diltiazem, and propranolol. Fundam Clin Pharmacol. 2015 Feb;29(1):31-40. [5]. Sato M, et al. Hypotensive effects of diltiazem hydrochloride in the normotensive, spontaneously hypertensive and renal hypertensive rats (author's transl). Nihon Yakurigaku Zasshi. 1979 Mar;75(2):99-106. Chemical & Physical Properties Density 1.26g/cm3 Boiling Point 594.4ºC at 760mmHg Melting Point 212-214 °C Molecular Formula C22H27ClN2O4S Molecular Weight 450.979 Flash Point 313.3ºC Exact Mass 450.138000 PSA 84.38000 LogP 4.23550 Index of Refraction 118 ° (C=1, H2O) InChIKey HDRXZJPWHTXQRI-BHDTVMLSSA-N SMILES COc1ccc(C2Sc3ccccc3N(CCN(C)C)C(=O)C2OC(C)=O)cc1.Cl Storage condition 2-8°C Water Solubility soluble |
| Use of | Diltiazem hydrochloride is a Ca2+ influx inhibitor (slow channel blocker or calcium antagonist). Properties Articles59 Name diltiazem hydrochloride Synonym More Synonyms diltiazem hydrochloride Biological Activity Description Diltiazem hydrochloride is a Ca2+ influx inhibitor (slow channel blocker or calcium antagonist). Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cardiovascular Disease In Vitro Benzothiazepine Ca2+ antagonist diltiazem hydrochloride interacts with transmembrane segments IIIS6 and IVS6 in the α1 subunit of L-type Ca2+ channels[1]. Diltiazem causes a dose-dependent inhibiton of contractions as well as Ca2+ influx stimulated by alpha adrenoceptor activation and high-K+ depolarization. Diltiazem is roughly equally potent in inhibiting contractions induced by high-K+ and a low concentration of norepinephrine (NE)[2]. Diltiazem also inhibits the Na-dependent Ca-efflux from heart mitochondria. Both the (+)-optical isomers of the cis- and trans-forms of diltiazem inhibit Na-Ca exchange activity with comparable potency (IC50 of 10-20 μM)[3]. References [1]. Kraus RL, et al. Molecular mechanism of diltiazem interaction with L-type Ca2+ channels. J Biol Chem. 1998 Oct 16;273(42):27205-12. [2]. van Breemen C, et al. The mechanism of inhibitory action of diltiazem on vascular smooth muscle contractility. J Pharmacol Exp Ther. 1981 Aug;218(2):459-63. [3]. Chiesi M, et al. Stereospecific action of diltiazem on the mitochondrial Na-Ca exchange system and on sarcolemmal Ca-channels. Biochem Pharmacol. 1987 Sep 1;36(17):2735-40. [4]. Freitas F, et al. Cardiac microvascular rarefaction in hyperthyroid rats is reversed by losartan, diltiazem, and propranolol. Fundam Clin Pharmacol. 2015 Feb;29(1):31-40. [5]. Sato M, et al. Hypotensive effects of diltiazem hydrochloride in the normotensive, spontaneously hypertensive and renal hypertensive rats (author's transl). Nihon Yakurigaku Zasshi. 1979 Mar;75(2):99-106. Chemical & Physical Properties Exact Mass 450.138000 PSA 84.38000 LogP 4.23550 InChIKey HDRXZJPWHTXQRI-BHDTVMLSSA-N Water Solubility soluble |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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