Niguldipine HCl | B-859-35 | CAS#102993-22-6

MedKoo Cat#: 328016 | Name: Niguldipine HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Niguldipine, also known as B-859-35; BY-935; B-8509-035, is a calcium channel antagonist potentially for the treatment of hypertension. Niguldipine binds with very high affinity to Ca2+ channels and to a subtype of alpha 1-adrenoceptors. Niguldipine impairs the protective activity of carbamazepine and phenobarbital in amygdala-kindled seizures in rats. Niguldipine discriminates between alpha 1-adrenoceptor-mediated second messenger responses in rat cerebral cortex slices.

Chemical Structure

Niguldipine HCl

CAS#134886-09-2 (HCl)

Theoretical Analysis

MedKoo Cat#: 328016

Name: Niguldipine HCl

CAS#: 134886-09-2 (HCl)

Chemical Formula: C36H40ClN3O6

Exact Mass: 0.0000

Molecular Weight: 646.18

Elemental Analysis: C, 66.92; H, 6.24; Cl, 5.49; N, 6.50; O, 14.86

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

102993-22-6 (free base) 134886-09-2 (HCl) 113145-70-3 (R-isomer HCl)

Synonym

Niguldipine hydrochloride; Niguldipine HCl; B-859-35; BY-935; B-8509-035; B-85935; BY935; B-8509035.

IUPAC/Chemical Name

3-3-(4,4-Diphenyl-1-piperidyl)propyl 5-methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride

InChi Key

MHOSUIMBPQVOEU-UHFFFAOYSA-N

InChi Code

InChI=1S/C36H39N3O6.ClH/c1-25-31(34(40)44-3)33(27-12-10-17-30(24-27)39(42)43)32(26(2)37-25)35(41)45-23-11-20-38-21-18-36(19-22-38,28-13-6-4-7-14-28)29-15-8-5-9-16-29;/h4-10,12-17,24,33,37H,11,18-23H2,1-3H3;1H

SMILES Code

O=C(C1=C(C)NC(C)=C(C(OC)=O)C1C2=CC=CC([N+]([O-])=O)=C2)OCCCN3CCC(C4=CC=CC=C4)(C5=CC=CC=C5)CC3.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Related CAS# 102993-22-6 (Niguldipine) 134886-09-2 (Niguldipine hydrochloride)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 646.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Kreiner G, Roman A, Zelek-Molik A, Kowalska M, Nalepa I. A lack of α1A-adrenergic receptor-mediated antidepressant-like effects of S-(+)-niguldipine and B8805-033 in the forced swim test. Behav Pharmacol. 2016 Jun;27(4):397-401. doi: 10.1097/FBP.0000000000000204. PubMed PMID: 26588212. 2: Zhou XF, Wang Q, Coburn RA, Morris ME. A high-performance liquid chromatographic method for determination of the niguldipine analogue DHP-014. Biomed Chromatogr. 2006 Jan;20(1):48-53. PubMed PMID: 15954160. 3: Borowicz KK, Kleinrok Z, Czuczwar SJ. Niguldipine impairs the protective activity of carbamazepine and phenobarbital in amygdala-kindled seizures in rats. Eur Neuropsychopharmacol. 2002 Jun;12(3):225-33. PubMed PMID: 12007674. 4: Borowicz KK, Gasior M, Kleinrok Z, Czuczwar SJ. Influence of isradipine, niguldipine and dantrolene on the anticonvulsive action of conventional antiepileptics in mice. Eur J Pharmacol. 1997 Mar 26;323(1):45-51. PubMed PMID: 9105875. 5: Stubauer G, Obendorf D. Determination of trace levels of niguldipine in urine and blood by adsorptive stripping voltammetry at the hanging mercury drop electrode. Analyst. 1996 Mar;121(3):351-6. PubMed PMID: 8729657. 6: Dietel M, Boss H, Reymann A, Pest S, Seidel A. In vivo reversibility of multidrug resistance by the MDR-modulator dexniguldipine (niguldipine derivative B859-35) and by verapamil. J Exp Ther Oncol. 1996 Jan;1(1):23-9. PubMed PMID: 9414385. 7: Wetzel JM, Miao SW, Forray C, Borden LA, Branchek TA, Gluchowski C. Discovery of alpha 1a-adrenergic receptor antagonists based on the L-type Ca2+ channel antagonist niguldipine. J Med Chem. 1995 May 12;38(10):1579-81. PubMed PMID: 7752182. 8: Endoh M, Takanashi M, Norota I. Effect of (+)-niguldipine on myocardial alpha 1-adrenoceptors in the rabbit. Eur J Pharmacol. 1992 Nov 17;223(2-3):143-51. PubMed PMID: 1362162. 9: Romanin C, Seydl K, Glossmann H, Schindler H. The dihydropyridine niguldipine inhibits T-type Ca2+ currents in atrial myocytes. Pflugers Arch. 1992 Mar;420(3-4):410-2. PubMed PMID: 1598197. 10: Hofmann J, Wolf A, Spitaler M, Böck G, Drach J, Ludescher C, Grunicke H. Reversal of multidrug resistance by B859-35, a metabolite of B859-35, niguldipine, verapamil and nitrendipine. J Cancer Res Clin Oncol. 1992;118(5):361-6. PubMed PMID: 1349891. 11: Drozd MP, Gietzen K. Effects of the novel dihydropyridine derivative niguldipine on the cytoplasmic free calcium concentration of mouse thymocytes. Biochem Pharmacol. 1990 Sep 1;40(5):955-9. PubMed PMID: 2390115. 12: Robinson JP, Kendall DA. Niguldipine discriminates between alpha 1-adrenoceptor-mediated second messenger responses in rat cerebral cortex slices. Br J Pharmacol. 1990 May;100(1):3-4. PubMed PMID: 2164859; PubMed Central PMCID: PMC1917473. 13: Graziadei I, Zernig G, Boer R, Glossman H. Stereoselective binding of niguldipine enantiomers to alpha 1A-adrenoceptors labeled with [3H]5-methyl-urapidil. Eur J Pharmacol. 1989 Oct 17;172(4-5):329-37. PubMed PMID: 2555206. 14: Klöckner U, Isenberg G. The dihydropyridine niguldipine modulates calcium and potassium currents in vascular smooth muscle cells. Br J Pharmacol. 1989 Jul;97(3):957-67. PubMed PMID: 2547493; PubMed Central PMCID: PMC1854563. 15: Boer R, Grassegger A, Schudt C, Glossmann H. (+)-Niguldipine binds with very high affinity to Ca2+ channels and to a subtype of alpha 1-adrenoceptors. Eur J Pharmacol. 1989 May 11;172(2):131-45. PubMed PMID: 2548881. 16: Fischer G, Schneider W, Krumpl G, Grohs JG, Raberger G. Effects of niguldipine, a new dihydropyridine calcium antagonist, on regional blood flow, cardiac performance and myocardial metabolism in anaesthetized open-chest dogs. Arch Int Pharmacodyn Ther. 1989 Mar-Apr;298:96-107. PubMed PMID: 2757470. 17: Fischer G, Krumpl G, Mayer N, Schneider W, Raberger G. Antihypertensive effects of niguldipine-HCl (B 844-39), a new calcium antagonist in dogs. J Cardiovasc Pharmacol. 1987 Sep;10(3):268-73. PubMed PMID: 2444773.