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Diltiazem HCl (Tiazac, RG 83606)

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InvivoChem Cat #: V0518

CAS #: 33286-22-5 Purity ≥98%

Description: Diltiazem HCl (Tiazac, RG-83606 HCl) is a benzothiazepine derivative and a calcium-channel blocker (CCB) with vasodilating activity. It is an approved medication that has been used to treat hypertension, angina, and arrhythmia. Diltiazem is chemically classified as a nondihydropyridines (non-DHP) CCB. It acts by relaxing the smooth muscles in the walls of arteries, which opens (dilates) the arteries, allows blood to flow more easily, and lowers blood pressure.

References: Jpn Heart J. 1977 Mar;18(2):235-45.

Related CAS: 42399-41-7 (free base); 144604-00-2 (malate); 139492-78-7 (maleate); 102281-01-6 (O-Demethyldeacetyldiltiazem HCl); 84903-82-2 (O-Demethyldeacetyldiltiazem); 42399-40-6 (Deacetyldiltiazem); 40861-80-1 (Deacetyl-N-monodemethyldiltiazem); 86408-42-6 (Deacetyl-N,O-didemethyldiltiazem);

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Molecular Weight (MW)	450.98
Formula	C22H26N2O4S.HCl
CAS No.	33286-22-5(HCl);
Storage	-20℃ for 3 years in powder form
Storage	-80℃ for 2 years in solvent
Solubility (In vitro)	DMSO: 90 mg/mL (199.6 mM)
	Water: 90 mg/mL (199.6 mM)
	Ethanol: 4 mg/mL (8.9 mM)
Solubility (In vivo)	Chemical Name: (2S,3S)-5-(2-(dimethylamino)ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepin-3-yl acetate hydrochloride InChi Key: HDRXZJPWHTXQRI-BHDTVMLSSA-N InChi Code: 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 SMILES Code: O=C1[[email protected]](OC(C)=O)[[email protected]](C2=CC=C(OC)C=C2)SC3=CC=CC=C3N1CCN(C)C.[H]Cl
Synonyms	RG83606 Hydrochloride; RG 83606 HCl; RG-83606 HCl; RG 83606; RG-83606; CRD-401; CRD401; RG83606 HCl; CRD 401; Tiazac; Dilzene

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In Vitro	In vitro activity: Benzothiazepine Ca2+ antagonist diltiazem hydrochloride interacts with transmembrane segments IIIS6 and IVS6 in the α1 subunit of L-type Ca2+channels. 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). 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).
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. 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. 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.
Animal model	Rabbit
Formulation & Dosage	I.V.; 0.03--1 mg/kg
References	Fundam Clin Pharmacol. 2015 Feb;29(1):31-40.; J Biol Chem. 1998 Oct 16;273(42):27205-12.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Purity ≥98%
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