Nimodipine

A dihydropyridine calcium channel blocker used to improve neurological outcomes following aneurysmal subarachnoid hemorrhage. Nimodipine inhibits L-type voltage-gated calcium channels in vascular smooth muscle, reducing calcium influx and promoting vasodilation. Its relatively high lipophilicity facilitates penetration into the central nervous system. Nimodipine reduces the incidence of delayed cerebral ischemic complications, although its clinical benefit is not explained solely by prevention of angiographic vasospasm. Hypotension is an important potential adverse effect

CAS Number: 66085-59-4

Molecular Mass: 418.4 g/mol

Formula: C₂₁H₂₆N₂O₇

Smiles: COCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC(C)C)C1c1cccc([N+](=O)[O-])c1

Synonymes:

Nimodipine, nimodipine, 66085-59-4, Nimotop, Periplum, Admon, Nimodipino, Nymalize, Nimodipinum, BAY e 9736, Bay-e-9736, nemotan, Nimodipine ap, Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate, DTXSID5023370, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-methoxyethyl 1-methylethyl ester, 57WA9QZ5WH, NSC-758476, CHEBI:7575, 3-(2-methoxyethyl) 5-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, DTXCID003370, 3-O-(2-methoxyethyl) 5-O-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate, Nimodipin ISIS, 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-beta-methoxyethyl ester 5-isopropyl ester, Hexal, Nimodipin, Bayvit, Nimodipino, O5-(2-methoxyethyl) O3-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, nimodipina, e 9736, Bay, RefChem:56660, C08CA06, 266-127-0, Nimodipinum [INN-Latin], Nimodipino [INN-Spanish], Bay-E 9736, 3-isopropyl 5-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, MFCD00153848, C21H26N2O7, MLS000863294, s1747, 2-methoxyethyl propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, NCGC00015714-09, SMR000058300, M02160, O5-isopropyl O3-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, NimoGel, DRG-0139, isopropyl 2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Nimotop(TM), SR-01000075335, NIMOTOP (TN), EINECS 266-127-0, UNII-57WA9QZ5WH, BRN 0459792, Nimodipin, NimoVent, Kenesil, , Nimotop, , Nimodipine CRS, Calnit, , Admon, , Nimodipine, API, Nimodipine [USAN:USP:INN:BAN], Nymalize (TN), CAS-66085-59-4, Nimodipine (Nimotop), EG-1961, Nimodipine (Standard), Opera_ID_14, Spectrum_001880, NIMODIPINE [MI], SpecPlus_000716, Nimodipine (USP/INN), NIMODIPINE [INN], NIMODIPINE [JAN], Prestwick0_000918, Prestwick1_000918, Prestwick2_000918, Prestwick3_000918, Spectrum2_001562, Spectrum3_000766, Spectrum4_000791, Spectrum5_001687, NIMODIPINE [USAN], N-149, NIMODIPINE [VANDF], NIMODIPINE [MART.], NIMODIPINE [USP-RS], NIMODIPINE [WHO-DD], (+/-)-NIMODIPINE, CBiol_001832, Lopac0_000891, SCHEMBL34041, BSPBio_000796, BSPBio_001397, BSPBio_002412, KBioGR_000117, KBioGR_001262, KBioSS_000117, KBioSS_002408, MLS000069381, MLS001076550, MLS001424155, MLS002154061, MLS002172461, MLS003899190, DivK1c_006812, SPECTRUM1503600, SPBio_001464, SPBio_002985, BPBio1_000876, GTPL2523, orb1310704, orb3139926, CHEMBL3197349, NIMODIPINE [ORANGE BOOK], SCHEMBL22882841, SCHEMBL29382758, HY-B0265R, KBio1_001756, KBio2_000117, KBio2_002403, KBio2_002685, KBio2_004971, KBio2_005253, KBio2_007539, KBio3_000233, KBio3_000234, KBio3_001632, BRD8407, NIMODIPINE [EP MONOGRAPH], NIMODIPINE [USP IMPURITY], Bio1_000118, Bio1_000607, Bio1_001096, Bio2_000117, Bio2_000597, HMS1361F19, HMS1570H18, HMS1791F19, HMS1922E04, HMS1989F19, HMS2052M05, HMS2089H13, HMS2093G11, HMS2097H18, HMS2234B05, HMS3262D04, HMS3266O22, HMS3369G07, HMS3394M05, HMS3402F19, HMS3411I12, HMS3657I03, HMS3675I12, HMS3714H18, HMS5079J22, NIMODIPINE [USP MONOGRAPH], Pharmakon1600-01503600, 3,5-pyridinecarboxylic acid 2-methoxyethyl 1-methylethyl ester, ALBB-015317, BRD-8407, HY-B0265, MSK10220, Tox21_110202, Tox21_500891, BBL028286, BDBM50101971, CA-211, CCG-39340, EBC-11180, NSC758476, STK642934, AKOS005174934, AKOS015852459, Tox21_110202_1, AC-8484, CCG-101085, DB00393, II57946, KS-1304, LP00891, NC00335, NSC 758476, SDCCGSBI-0050866.P004, 4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-N,N-dimethyl-2,2-diphenyl-butanamide, IDI1_033867, NCGC00015714-04, NCGC00015714-05, NCGC00015714-06, NCGC00015714-07, NCGC00015714-08, NCGC00015714-10, NCGC00015714-11, NCGC00015714-12, NCGC00015714-13, NCGC00015714-16, NCGC00015714-28, NCGC00021456-02, NCGC00024675-02, NCGC00024675-03, NCGC00024675-04, NCGC00024675-05, NCGC00024675-06, NCGC00024675-07, NCGC00024675-08, NCGC00024675-09, NCGC00261576-01, 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-methoxyethyl 1-methylethyl ester, 1-methylethyl 2-(methyloxy)ethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Nimodipine 100 microg/mL in Acetonitrile, PD003072, PD033038, SMR002530605, ST082783, SY076731, SBI-0050866.P003, AB00513963, EU-0100891, N0896, NS00006836, SW219238-1, T0343, C07267, D00438, EN300-123527, F20554, SBI-0050866.0001, 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, AB00053314-03, AB00053314-04, AB00053314_05, AB00053314_06, F570790, Q421429, SR-01000075335-1, SR-01000075335-2, SR-01000075335-4, SR-01000075335-5, SR-01000075335-7, BRD-A58048407-001-06-3, BRD-A58048407-001-09-7, BRD-A58048407-001-17-0, BRD-A58048407-001-18-8, BRD-A58048407-001-20-4, Z53829207, Nimodipine, British Pharmacopoeia (BP) Reference Standard, Nimodipine, European Pharmacopoeia (EP) Reference Standard, Nimodipine, United States Pharmacopeia (USP) Reference Standard, Nimodipine, Pharmaceutical Secondary Standard, Certified Reference Material, Nimodipine for peak identification, EuropePharmacopoeia (EP) Reference Standard, (RS)-Iso-propyl-2-methoxyethyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate, 2-Methoxyethyl 1-Methylethyl 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate, 3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, 3-(2-METHOXYETHYL) 5-(1-METHYLETHYL) ESTER, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,?2-methoxyethyl 1-methylethyl ester, 3-Isopropyl 5-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate #, 3-isopropyl5-(2-methoxyethyl)2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate, methylethyl 5-[(2-methoxyethyl)oxycarbonyl]-2,6-dimethyl-4-(3-nitrophenyl)-1,4 -dihydropyridine-3-carboxylate

Bioactivity: Dihydropyridine calcium channel blocker; L-type voltage-gated calcium channel antagonist; cerebrovascular vasodilator

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1-Butanol	278.15	-	49.65	[124]
1-Butanol	283.15	-	54.47	[124]
1-Butanol	288.15	-	60.53	[124]
1-Butanol	293.15	-	67.38	[124]
1-Butanol	298.15	-	74.24	[124]
1-Butanol	303.15	-	81.39	[124]
1-Butanol	308.15	-	89.42	[124]
1-Butanol	313.15	-	99.32	[124]
1-Butanol	318.15	-	108.2	[124]
1-Pentanol	278.15	-	31.67	[124]
1-Pentanol	283.15	-	36.17	[124]
1-Pentanol	288.15	-	40.22	[124]
1-Pentanol	293.15	-	45.22	[124]
1-Pentanol	298.15	-	50.9	[124]
1-Pentanol	303.15	-	56.3	[124]
1-Pentanol	308.15	-	62.85	[124]
1-Pentanol	313.15	-	69.4	[124]
1-Pentanol	318.15	-	78.35	[124]
1-Propanol	278.15	-	63.36	[124]
1-Propanol	283.15	-	70.62	[124]
1-Propanol	288.15	-	79.3	[124]
1-Propanol	293.15	-	88.13	[124]
1-Propanol	298.15	-	98.18	[124]
1-Propanol	303.15	-	110.3	[124]
1-Propanol	308.15	-	121.7	[124]
1-Propanol	313.15	-	135.2	[124]
1-Propanol	318.15	-	150.9	[124]
2-Butanol	278.15	-	45.67	[124]
2-Butanol	283.15	-	51.47	[124]
2-Butanol	288.15	-	56.69	[124]
2-Butanol	293.15	-	62.01	[124]
2-Butanol	298.15	-	68.34	[124]
2-Butanol	303.15	-	76.37	[124]
2-Butanol	308.15	-	82.74	[124]
2-Butanol	313.15	-	90.14	[124]
2-Butanol	318.15	-	99.85	[124]
Acetone	278.15	-	70.77	[124]
Acetone	283.15	-	79.48	[124]
Acetone	288.15	-	89.61	[124]
Acetone	293.15	-	98.85	[124]
Acetone	298.15	-	111.6	[124]
Acetone	303.15	-	124.2	[124]
Acetone	308.15	-	137.8	[124]
Acetone	313.15	-	153.7	[124]
Acetone	318.15	-	167.0	[124]
Acetonitrile	278.15	-	13.11	[124]
Acetonitrile	283.15	-	15.48	[124]
Acetonitrile	288.15	-	18.12	[124]
Acetonitrile	293.15	-	21.36	[124]
Acetonitrile	298.15	-	24.68	[124]
Acetonitrile	303.15	-	28.83	[124]
Acetonitrile	308.15	-	34.29	[124]
Acetonitrile	313.15	-	39.2	[124]
Acetonitrile	318.15	-	45.41	[124]
Cyclohexanone	278.15	-	60.44	[124]
Cyclohexanone	283.15	-	67.97	[124]
Cyclohexanone	288.15	-	76.2	[124]
Cyclohexanone	293.15	-	86.56	[124]
Cyclohexanone	298.15	-	98.31	[124]
Cyclohexanone	303.15	-	109.2	[124]
Cyclohexanone	308.15	-	121.6	[124]
Cyclohexanone	313.15	-	136.5	[124]
Cyclohexanone	318.15	-	153.2	[124]
Ethanol	278.15	-	103.7	[124]
Ethanol	283.15	-	116.3	[124]
Ethanol	288.15	-	129.3	[124]
Ethanol	293.15	-	145.2	[124]
Ethanol	298.15	-	161.2	[124]
Ethanol	303.15	-	179.5	[124]
Ethanol	308.15	-	197.3	[124]
Ethanol	313.15	-	219.5	[124]
Ethanol	318.15	-	245.0	[124]
Ethyl acetate	278.15	-	5.542	[124]
Ethyl acetate	283.15	-	6.303	[124]
Ethyl acetate	288.15	-	7.343	[124]
Ethyl acetate	293.15	-	8.218	[124]
Ethyl acetate	298.15	-	9.403	[124]
Ethyl acetate	303.15	-	10.51	[124]
Ethyl acetate	308.15	-	11.77	[124]
Ethyl acetate	313.15	-	13.37	[124]
Ethyl acetate	318.15	-	15.09	[124]
Ethyl formate	278.15	-	8.097	[124]
Ethyl formate	283.15	-	9.0	[124]
Ethyl formate	288.15	-	10.05	[124]
Ethyl formate	293.15	-	11.38	[124]
Ethyl formate	298.15	-	12.8	[124]
Ethyl formate	303.15	-	14.15	[124]
Ethyl formate	308.15	-	15.6	[124]
Ethyl formate	313.15	-	17.26	[124]
Ethyl formate	318.15	-	19.22	[124]
Isoamyl Alcohol	278.15	-	23.83	[124]
Isoamyl Alcohol	283.15	-	27.73	[124]
Isoamyl Alcohol	288.15	-	31.68	[124]
Isoamyl Alcohol	293.15	-	36.92	[124]
Isoamyl Alcohol	298.15	-	42.5	[124]
Isoamyl Alcohol	303.15	-	48.32	[124]
Isoamyl Alcohol	308.15	-	54.58	[124]
Isoamyl Alcohol	313.15	-	63.52	[124]
Isoamyl Alcohol	318.15	-	72.0	[124]
Isobutanol	278.15	-	32.65	[124]
Isobutanol	283.15	-	37.38	[124]
Isobutanol	288.15	-	42.35	[124]
Isobutanol	293.15	-	48.83	[124]
Isobutanol	298.15	-	55.58	[124]
Isobutanol	303.15	-	62.18	[124]
Isobutanol	308.15	-	70.51	[124]
Isobutanol	313.15	-	80.9	[124]
Isobutanol	318.15	-	90.71	[124]
Isopropanol	278.15	-	66.06	[124]
Isopropanol	283.15	-	73.75	[124]
Isopropanol	288.15	-	81.83	[124]
Isopropanol	293.15	-	90.57	[124]
Isopropanol	298.15	-	101.3	[124]
Isopropanol	303.15	-	112.8	[124]
Isopropanol	308.15	-	123.9	[124]
Isopropanol	313.15	-	136.3	[124]
Isopropanol	318.15	-	152.2	[124]
Methanol	278.15	-	167.5	[124]
Methanol	283.15	-	189.4	[124]
Methanol	288.15	-	213.3	[124]
Methanol	293.15	-	241.9	[124]
Methanol	298.15	-	272.5	[124]
Methanol	303.15	-	303.6	[124]
Methanol	308.15	-	342.7	[124]
Methanol	313.15	-	381.0	[124]
Methanol	318.15	-	429.3	[124]
Methyl acetate	278.15	-	24.64	[124]
Methyl acetate	283.15	-	27.18	[124]
Methyl acetate	288.15	-	30.63	[124]
Methyl acetate	293.15	-	34.32	[124]
Methyl acetate	298.15	-	37.87	[124]
Methyl acetate	303.15	-	42.65	[124]
Methyl acetate	308.15	-	46.83	[124]
Methyl acetate	313.15	-	51.65	[124]
Methyl acetate	318.15	-	57.48	[124]
Tetrahydrofuran	278.15	-	75.26	[124]
Tetrahydrofuran	283.15	-	85.01	[124]
Tetrahydrofuran	288.15	-	95.55	[124]
Tetrahydrofuran	293.15	-	106.4	[124]
Tetrahydrofuran	298.15	-	120.1	[124]
Tetrahydrofuran	303.15	-	135.1	[124]
Tetrahydrofuran	308.15	-	151.4	[124]
Tetrahydrofuran	313.15	-	168.4	[124]
Tetrahydrofuran	318.15	-	189.7	[124]

Molecule 3D descriptors

Descriptor	Value
PMI1	2660.3217
PMI2	4941.3801
PMI3	6788.7471
NPR1	0.3919
NPR2	0.7279
RadiusOfGyration	4.1467
InertialShapeFactor	0.0003
Eccentricity	0.9200
Asphericity	0.2478
SpherocityIndex	0.1832
PBF	0.9025