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MedKoo Cat#: 413619 | Name: Niguldipine free base

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 free base
Niguldipine free base
CAS#102993-22-6 (free base)

Theoretical Analysis

MedKoo Cat#: 413619

Name: Niguldipine free base

CAS#: 102993-22-6 (free base)

Chemical Formula: C36H39N3O6

Exact Mass: 609.2839

Molecular Weight: 609.72

Elemental Analysis: C, 70.92; H, 6.45; N, 6.89; O, 15.74

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.
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Related CAS #
102993-22-6 (free base) 134886-09-2 (HCl) 113145-70-3 (R-isomer HCl)
Synonym
Niguldipine Free Base; B844-39; B-844-39; B 844-39; B859-35; B-859-35; B 859-35
IUPAC/Chemical Name
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-(4,4-diphenyl-1-piperidinyl)propyl methyl ester
InChi Key
SVJMLYUFVDMUHP-UHFFFAOYSA-N
InChi Code
InChI=1S/C36H39N3O6/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
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
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 609.72 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.

Recalculate based on batch purity %
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: 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. doi: 10.1016/s0014-2999(97)00020-4. PMID: 9105875. 2: 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. doi: 10.1111/j.1476-5381.1989.tb12037.x. PMID: 2547493; PMCID: PMC1854563. 3: 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. doi: 10.1016/0922-4106(89)90004-7. PMID: 2548881. 4: 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. doi: 10.1016/s0924-977x(02)00027-5. PMID: 12007674. 5: 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. doi: 10.1016/0014-2999(92)94832-g. PMID: 1362162. 6: 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. PMID: 26588212. 7: 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. doi: 10.1111/j.1476-5381.1990.tb12041.x. PMID: 2164859; PMCID: PMC1917473. 8: 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. doi: 10.1016/0922-4106(89)90013-8. PMID: 2555206. 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. doi: 10.1007/BF00374478. PMID: 1598197. 10: 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. doi: 10.1016/0006-2952(90)90479-5. PMID: 2390115.