ChemicalBook--->CAS DataBase List--->63675-72-9

63675-72-9

63675-72-9 Structure

63675-72-9 Structure
IdentificationMore
[Name]

Nisoldipine
[CAS]

63675-72-9
[Synonyms]

1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLIC ACID METHYL 2-METHYLPROPYL ESTER
BAY K 5552
BAYMYCARD
NISOLDIPINE
NISOLIDIPINE
NORVASC
SYSCOR
ZADIPINA
5-pyridinedicarboxylicacid,1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-met
hyl2-methylpropylester
Nisoldipin
ISOBUTYL METHYL (-1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE
Baymycard, Norvasc, Syscor, Zadipina, 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic Acid Methyl 2-methylpropyl Ester
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, methyl 2-methylpropyl ester (9CI)
Nisocor
Sular
Nisoldipine-d6
2,6-Dimethyl-4-(2-nitmphenyl)-1,4-dihydro-3,5-pyridinedicarboxylic acid methyl 2-methylpropyl ester
Syseor
1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-methyl 5-isobutyl ester
[EINECS(EC#)]

264-407-7
[Molecular Formula]

C20H24N2O6
[MDL Number]

MFCD00478055
[Molecular Weight]

388.41
[MOL File]

63675-72-9.mol
Chemical PropertiesBack Directory
[Appearance]

Light Tan Crystals
[Melting point ]

147-148°C
[Boiling point ]

503.3±50.0 °C(Predicted)
[density ]

1.205±0.06 g/cm3(Predicted)
[storage temp. ]

room temp
[solubility ]

DMSO: >10mg/mL
[form ]

powder
[pka]

2.67±0.70(Predicted)
[color ]

yellow
[Usage]

Dihydropyridine calcium channel blocker. Antihypertensive and antianginal
[Merck ]

14,6565
[InChI]

1S/C20H24N2O6/c1-11(2)10-28-20(24)17-13(4)21-12(3)16(19(23)27-5)18(17)14-8-6-7-9-15(14)22(25)26/h6-9,11,18,21H,10H2,1-5H3
[InChIKey]

VKQFCGNPDRICFG-UHFFFAOYSA-N
[SMILES]

COC(=O)C1=C(C)NC(C)=C(C1c2ccccc2[N+]([O-])=O)C(=O)OCC(C)C
[CAS DataBase Reference]

63675-72-9(CAS DataBase Reference)
[NIST Chemistry Reference]

Nisoldipine(63675-72-9)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22
[Safety Statements ]

36
[WGK Germany ]

3
[RTECS ]

US7975600
[HS Code ]

2933399090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Nitrobenzaldehyde-->Methyl 3-aminocrotonate-->Isobutyl acetoacetate-->nifedipine iMpurity C-->Nifedipine-->Isobutyl 2-(2-Nitro-Benzylidene)Acetoacetate-->Nicardipine-->2,3-Diamino-2,3-dimethylbutane-->methyl 3-aminocrotonate-->4-Dimethylaminopyridine
Hazard InformationBack Directory
[Description]

Nisoldipine D4  is another long-acting dihydropyridine calcium channel blocker effective in the treatment of hypertension and angina pectoris. It is reported to have little or no cardiodepressive activity and to be more effective than nifedipine in reducing blood pressure in hypertensives. Nisoldipine has also been shown to be effective in the management of congestive heart failure. Reduction in dosage is necessary in patients with hepatic, but not renal impairment.
[Chemical Properties]

Nisoldipine D4 is Light Tan Crystals
[Originator]

Bayer AG (Germany)
[Uses]

Dihydropyridine calcium channel blocker. Antihypertensive and antianginal
[Uses]

Labeled Nisoldipine, intended for use as an internal standard for the quantification of Nisoldipine by GC- or LC-mass spectrometry.
[Uses]

urease inhibitor
[Definition]

ChEBI: A dihydropyridine that is 1,4-dihydropyridine which is substituted by methyl groups at positions 2 and 6, a methoxycarbonyl group at position 3, an o-nitrophenyl group at position 4, and an isobutoxycarbonyl group at position 5. The racemate, calcium channel blocker, is used in the treatment of hypertension and angina pectoris.
[Manufacturing Process]

Boiling a solution of 12.7 g of 2'-nitrobenzylideneacetoacetic acid methyl ester and 7.1 g of β-amino-crotonic acid isopropyl ester in 50 ml of methanol for 10 hours yielded 2,6-dimethyl-4-(2'-nitrophenyl)-1,4-dihydropyridine-3,5- dicarboxylic acid 3-methyl ester-5-isopropyl ester of melting point 174°C (from ethanol). Yield 48% of theory.
[Brand name]

Sular (Sciele);Baymycard.
[Therapeutic Function]

Coronary vasodilator
[General Description]

In vitro studies show that the effects ofnisoldipine, 1,4-dihydro-2, 6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinecarboxylic acid methyl 2-methylpropyl ester(Sular), on contractile processes are selective, with greaterpotency on vascular smooth muscle than on cardiac muscle.
Nisoldipine is highly metabolized, with five majormetabolites identified. As with most of the dihydropyridines,the cytochrome P450 (CYP) 3A4 isozyme is mainlyresponsible for the metabolism of nisoldipine. The majorbiotransformation pathway appears to involve the hydroxylationof the isobutyl ester side chain. This particular metabolitehas approximately 10% of the activity of the parentcompound.
[Biochem/physiol Actions]

L-type (CaV1.2) calcium channel blocker; dihydropyridine-type calcium channel blocker with selectivity for smooth muscle (CaV1.2b) over cardiac muscle (CaV1.2a). Arterial vasodilator and antihypertensive agent.
[References]

[1] Patent: WO2004/2958, 2004, A1. Location in patent: Page 4-5
Spectrum DetailBack Directory
[Spectrum Detail]

Nisoldipine(63675-72-9)1HNMR
63675-72-9 suppliers list
Company Name: Shandong Kehui Pharmaceutical Co. LTD  Gold
Telephone: 0531-68651908; 13276409687
Website: http://www.kehuipharm.cn/
Company Name: J & K SCIENTIFIC LTD.  
Telephone: 18210857532 18210857532
Website: https://www.jkchemical.com
Company Name: 3B Pharmachem (Wuhan) International Co.,Ltd.  
Telephone: 18930552037
Website: www.chemicalbook.com/showsupplierproductslist13285/0_en.htm
Company Name: Chembest Research Laboratories Limited  
Telephone: 021-20908456
Website: www.biochembest.com
Company Name: TAIYUAN RHF CO.,LTD.  
Telephone: +86 351 7031519
Website: www.rhfchem.com
Company Name: TCI (Shanghai) Development Co., Ltd.  
Telephone: 021-67121386
Website: https://www.tcichemicals.com/CN/zh/
Company Name: ShangHai DEMO Chemical Co.,Ltd  
Telephone: 400-021-7337 2355568890
Website: www.demochem.com
Company Name: JinYan Chemicals(ShangHai) Co.,Ltd.  
Telephone: 13817811078
Website: www.jingyan-chemical.com
Company Name: Jia Xing Isenchem Co.,Ltd  
Telephone: 0573-85285100 18627885956
Website: https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm
Company Name: Chemsky(shanghai)International Co.,Ltd.  
Telephone: 021-50135380
Website: www.shchemsky.com
Company Name: XiaoGan ShenYuan ChemPharm co,ltd  
Telephone: 15527621225; 15527621225
Website: http://www.farchem.com/
Company Name: Tianjin heowns Biochemical Technology Co., Ltd.  
Telephone: 400 638 7771
Website: www.heowns.com
Company Name: Wuhan Fortuna Chemical Co., Ltd  
Telephone: 027-59207852 13308628970
Website: http://www.fortunachem.cn
Company Name: Dalian Meilun Biotech Co., Ltd.  
Telephone: 0411-62910999 13889544652
Website: http://www.meilunbio.com/
Company Name: BioBioPha Co., Ltd.  
Telephone: 0871-65217109
Website: http://www.biobiopha.com
Company Name: Shanghai civi chemical technology co.,Ltd  
Telephone: 86-21-34053660
Website: www.labgogo.com
Company Name: XI'AN KPC-CN BIOLOGICAL TECHNOLOGY CO.,LTD.  
Telephone: 86-029-85456576
Website: www.chemicalbook.com/ShowSupplierProductsList15691/0_EN.htm
Company Name: Beijing HuaMeiHuLiBiological Chemical   
Telephone: 010-56205725
Website: www.huabeibiochem.com
Tags:63675-72-9 Related Product Information
75-18-3 624-49-7 108-48-5 106-79-6 77-78-1 616-38-6 62-23-7 18479-58-8 89-00-9 115-10-6 68-12-2 67-68-5 74-84-0 100-26-5 66085-59-4 55985-32-5 39562-70-4 74191-85-8