MedKoo Cat#: 412195 | Name: Dexniguldipine HCl
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Description:

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

Dexniguldipine hydrochloride is a potent antineoplastic agent with well-documented anti-(protein kinase C) activity and an ability to reverse multidrug resistance

Chemical Structure

Dexniguldipine HCl
Dexniguldipine HCl
CAS#113145-70-3 (HCl)

Theoretical Analysis

MedKoo Cat#: 412195

Name: Dexniguldipine HCl

CAS#: 113145-70-3 (HCl)

Chemical Formula: C36H40ClN3O6

Exact Mass: 645.2606

Molecular Weight: 646.18

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

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
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Synonym
Dexniguldipine hydrochloride; BY935; BY-935 BY 935
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, monohydrochloride, (R)-
InChi Key
MHOSUIMBPQVOEU-MGDILKBHSA-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/t33-;/m1./s1
SMILES Code
O=C(C1=C(C)NC(C)=C(C(OC)=O)[C@H]1C2=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
>3 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

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.

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: Berchtold MW, Villalobo A. The many faces of calmodulin in cell proliferation, programmed cell death, autophagy, and cancer. Biochim Biophys Acta. 2014 Feb;1843(2):398-435. doi: 10.1016/j.bbamcr.2013.10.021. Epub 2013 Nov 2. PMID: 24188867. 2: van Doorn WG, Çelikel FG, Pak C, Harkema H. Delay of iris flower senescence by cytokinins and jasmonates. Physiol Plant. 2013 May;148(1):105-20. doi: 10.1111/j.1399-3054.2012.01690.x. Epub 2012 Oct 9. PMID: 22974423. 3: Vinci MC, Bellik L, Filippi S, Ledda F, Parenti A. Trophic effects induced by alpha1D-adrenoceptors on endothelial cells are potentiated by hypoxia. Am J Physiol Heart Circ Physiol. 2007 Oct;293(4):H2140-7. doi: 10.1152/ajpheart.00390.2007. Epub 2007 Jul 27. PMID: 17660397. 4: 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. doi: 10.1002/bmc.526. PMID: 15954160. 5: Pohl A, Lage H, Müller P, Pomorski T, Herrmann A. Transport of phosphatidylserine via MDR1 (multidrug resistance 1)P-glycoprotein in a human gastric carcinoma cell line. Biochem J. 2002 Jul 1;365(Pt 1):259-68. doi: 10.1042/BJ20011880. PMID: 12071854; PMCID: PMC1222671. 6: Straub T, Boesenberg C, Gekeler V, Boege F. The dihydropyridine dexniguldipine hydrochloride inhibits cleavage and religation reactions of eukaryotic DNA topoisomerase I. Biochemistry. 1997 Sep 2;36(35):10777-83. doi: 10.1021/bi970417q. PMID: 9271509. 7: 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. 8: Taniguchi N, Ukai Y, Tanaka T, Yano J, Kimura K, Moriyama N, Kawabe K. Identification of alpha 1-adrenoceptor subtypes in the human prostatic urethra. Naunyn Schmiedebergs Arch Pharmacol. 1997 Mar;355(3):412-6. doi: 10.1007/pl00004962. PMID: 9089674. 9: Hahn KA, Legendre AM, Schuller HM. Amputation and dexniguldipine as treatment for canine appendicular osteosarcoma. J Cancer Res Clin Oncol. 1997;123(1):34-8. doi: 10.1007/BF01212612. PMID: 8996538. 10: Qin Y, Tang Y, Schally A, Beckman B. Dexniguldipine hydrochloride inhibits growth of human pancreatic adenocarcinoma cells and expression of protein kinase C isoforms alpha and zeta. Int J Oncol. 1996 Jan;8(1):15-20. doi: 10.3892/ijo.8.1.15. PMID: 21544325. 11: Patterson KK, Beckman BS, Klotz DM, Mallia CM, Jeter JR Jr. Dexniguldipine hydrochloride, a protein-kinase-C-specific inhibitor, affects the cell cycle, differentiation, P-glycoprotein levels, and nuclear protein phosphorylation in Friend erythroleukemia cells. J Cancer Res Clin Oncol. 1996;122(8):465-75. doi: 10.1007/BF01187158. PMID: 8698746. 12: Van de Vrie W, Schellens JH, Loss WJ, Kolker HJ, Verwey J, Stoter G, Durante NM, Eggermont AM. Modulation of multidrug resistance with dexniguldipine hydrochloride (B8509-035) in the CC531 rat colon carcinoma model. J Cancer Res Clin Oncol. 1996;122(7):403-8. doi: 10.1007/BF01212879. PMID: 8690750. 13: Qin Y, Tang Y, Schally A, Beckman B. Dexniguldipine hydrochloride inhibits growth of human ht-29 colon-carcinoma cells and expression of protein-kinase-C- delta and protein-kinase-C-zeta. Int J Oncol. 1995 Nov;7(5):1073-7. doi: 10.3892/ijo.7.5.1073. PMID: 21552934. 14: Blue DR Jr, Craig DA, Ransom JT, Camacho JA, Insel PA, Clarke DE. Characterization of the alpha-1 adrenoceptor subtype mediating [3H]-arachidonic acid release and calcium mobilization in Madin-Darby canine kidney cells. J Pharmacol Exp Ther. 1994 Mar;268(3):1588-96. PMID: 7908059. 15: Schuller HM, Orloff M, Reznik GK. Inhibition of protein-kinase-C--dependent cell proliferation of human lung cancer cell lines by the dihydropyridine dexniguldipine. J Cancer Res Clin Oncol. 1994;120(6):354-8. doi: 10.1007/BF01247460. PMID: 8138560. 16: 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. doi: 10.1007/BF01294440. PMID: 1349891. 17: Hofmann J, Ueberall F, Egle A, Grunicke H. B-859-35, a new drug with anti- tumor activity reverses multi-drug resistance. Int J Cancer. 1991 Apr 1;47(6):870-4. doi: 10.1002/ijc.2910470614. PMID: 1849122. 18: Schuller HM, Correa E, Orloff M, Reznik GK. Successful chemotherapy of experimental neuroendocrine lung tumors in hamsters with an antagonist of Ca2+/calmodulin. Cancer Res. 1990 Mar 1;50(5):1645-9. Erratum in: Cancer Res 1992 Mar 15;52(6):1649. PMID: 2302720. 19: 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.