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Substance Name: Nifedipine [USAN:USP:INN:BAN:JAN]
RN: 21829-25-4
UNII: I9ZF7L6G2L
InChIKey: HYIMSNHJOBLJNT-UHFFFAOYSA-N
Note
- A potent vasodilator agent with calcium antagonistic action. It is a useful anti-anginal agent that also lowers blood pressure.
Molecular Formula
- C17-H18-N2-O6
Molecular Weight
- 346.3372
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Calcium Channel Blockers
- Calcium-Regulating Hormones and Agents
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Human Data
- Membrane Transport Modulators
- Reproductive Control Agents
- Reproductive Effect
- Tocolytic Agents
- Vasodilator (Coronary)
- Vasodilator Agents
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Names and Synonyms
Name of Substance
- Nifedipine
- Nifedipine [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Nifedipine
Synonyms
- 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
- 4-(2'-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsaeuredimethylester
- 4-(2'-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsaeuredimethylester [German]
- 4-(2'-Nitrophenyl)-2,6-dimethyl-3,5-dicarbomethoxy-1,4-dihydropyridine
- 5-22-04-00268 (Beilstein Handbook Reference)
- Adalat
- Adalat CC
- Adipine XL
- Afeditab
- Afeditab CR
- BAY A 1040
- BAYA1040
- BRN 0497773
- CCRIS 6074
- Citilat
- Cordipin
- Corinfar
- Dimethyl 1,4-dihydro-2,6-dimethyl-4-(2'-nitrophenyl)-3,5-pyridinedicarboxylate
- Dimethyl 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate
- Dimethyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate
- EINECS 244-598-3
- Fenihidin
- Fenihidine
- HSDB 7775
- Nifediac
- Nifedical
- Nifedical XL
- Nifedipine
- Nifedipino
- Nifedipino [INN-Spanish]
- Nifedipinum
- Nifedipinum [INN-Latin]
- Oxcord
- Procardia
- Procardia XL
- UNII-I9ZF7L6G2L
Systematic Names
- 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, dimethyl ester
- Nifedipine
Superlist Name
- Nifedipine
Registry Numbers
CAS Registry Number
- 21829-25-4
FDA UNII
- I9ZF7L6G2L
Other Registry Numbers
- 101539-70-2
- 101554-38-5
Related Registry Number
- 60299-11-8 (mono-hydrochloride)
System Generated Number
- 0021829254
Structure Descriptors
InChI
InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3InChIKey
HYIMSNHJOBLJNT-UHFFFAOYSA-NSmiles
COC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LD50 | oral | 100mg/kg (100mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1, 1972. |
cat | LDLo | intravenous | 500ug/kg (0.5mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1, 1972. |
child | TDLo | oral | 70mg/kg (70mg/kg) | VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION ENDOCRINE: HYPERGLYCEMIA | Pediatrics. Vol. 86, Pg. 91, 1990. |
man | TDLo | oral | 143ug/kg (0.143mg/kg) | Archives of Internal Medicine. Vol. 158, Pg. 1379, 1998. | |
man | TDLo | oral | 143ug/kg/1D (0.143mg/kg) | VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 380, 1972. |
man | TDLo | oral | 714ug/kg (0.714mg/kg) | CARDIAC: CHANGE IN RATE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Annals of Emergency Medicine. Vol. 22, Pg. 196, 1993. |
man | TDLo | oral | 1143ug/kg/2D- (1.143mg/kg) | BEHAVIORAL: TOXIC PSYCHOSIS BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | American Journal of Medicine. Vol. 81, Pg. 705, 1986. |
man | TDLo | oral | 8571ug/kg (8.571mg/kg) | CARDIAC: CHANGE IN RATE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Human & Experimental Toxicology. Vol. 9, Pg. 309, 1990. |
man | TDLo | oral | 34286ug/kg (34.286mg/kg) | GASTROINTESTINAL: NECROTIC GHANGES GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of Toxicology, Clinical Toxicology. Vol. 33, Pg. 725, 1995. |
man | TDLo | oral | 105mg/kg/26W- (105mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION | Lancet. Vol. 339, Pg. 1382, 1992. |
mouse | LD50 | intraperitoneal | 185mg/kg (185mg/kg) | VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Pharmaceutical Chemistry Journal Vol. 16, Pg. 817, 1982. |
mouse | LD50 | intravenous | 4200ug/kg (4.2mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1, 1972. |
mouse | LD50 | oral | 202mg/kg (202mg/kg) | United States Patent Document. Vol. #3644627, | |
mouse | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1831, 1971. |
rabbit | LD50 | intravenous | 2mg/kg (2mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1, 1972. |
rabbit | LD50 | oral | 504mg/kg (504mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Arzneimittel-Forschung. Drug Research. Vol. 35, Pg. 915, 1985. |
rat | LD50 | intraperitoneal | 230mg/kg (230mg/kg) | Yakkyoku. Pharmacy. Vol. 28, Pg. 1451, 1977. | |
rat | LD50 | intravenous | 6mg/kg (6mg/kg) | Archives of Toxicology. Vol. 54, Pg. 275, 1983. | |
rat | LD50 | oral | 1022mg/kg (1022mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 1, 1972. |
rat | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1831, 1971. |
women | TDLo | oral | 600ug/kg/45M- (0.6mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Archives of Internal Medicine. Vol. 147, Pg. 556, 1987. |
women | TDLo | oral | 800ug/kg/1D-I (0.8mg/kg) | BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)" BEHAVIORAL: HEADACHE GASTROINTESTINAL: NAUSEA OR VOMITING | Postgraduate Medical Journal. Vol. 62, Pg. 1029, 1986. |
women | TDLo | oral | 2400ug/kg/3D- (2.4mg/kg) | BEHAVIORAL: TOXIC PSYCHOSIS | British Medical Journal. Vol. 304, Pg. 1225, 1992. |
women | TDLo | oral | 11200ug/kg (11.2mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Japanese Journal of Toxicology. Vol. 5, Pg. 79, 1992. |
women | TDLo | oral | 31mg/kg/11W-I (31mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | American Heart Journal. Vol. 108, Pg. 611, 1984. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 172-174 | deg C | EXP | |
log P (octanol-water) | 2.2 | (none) | EXP | |
Water Solubility | 56.3 | mg/L | 25 | EST |
Vapor Pressure | 2.34E-08 | mm Hg | 25 | EST |
Henry's Law Constant | 7.31E-14 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.12E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.