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Substance Name: Disopyramide [USAN:INN:BAN:JAN]
RN: 3737-09-5
UNII: GFO928U8MQ
InChIKey: UVTNFZQICZKOEM-UHFFFAOYSA-N
Note
- A class I anti-arrhythmic agent (one that interferes directly with the depolarization of the cardiac membrane and thus serves as a membrane-stabilizing agent) with a depressant action on the heart similar to that of guanidine. It also possesses some anticholinergic and local anesthetic properties.
Molecular Formula
- C21-H29-N3-O
Molecular Weight
- 339.4801
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Arrhythmia Agents
- Cardiac Depressant (Anti-Arrhythmic)
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Human Data
- Membrane Transport Modulators
- Reproductive Effect
- Sodium Channel Blockers
- Voltage-Gated Sodium Channel Blockers
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Names and Synonyms
Name of Substance
- Disopyramide
- Disopyramide [USAN:INN:BAN:JAN]
MeSH Heading
- Disopyramide
Synonyms
- 2-Pyridineacetamide, alpha-(2-(bis(1-methylethyl)amino)ethyl)-alpha-phenyl-
- alpha-(2-(Diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamide
- Dicorantil
- Disopiramida
- Disopiramida [INN-Spanish]
- Disopyramide
- Disopyramidum
- Disopyramidum [INN-Latin]
- EINECS 223-110-2
- gamma-Diisopropylamino-alpha-phenyl-alpha-(2-pyridyl)butyramide
- H 3292
- Ritmodan
- SC 7031
- SC-7031
- Searle 703
- UNII-GFO928U8MQ
Systematic Names
- 2-Pyridineacetamide, alpha-(2-(bis(1-methylethyl)amino)ethyl)-alpha-phenyl-
- 2-Pyridineacetamide, alpha-(2-(diisopropylamino)ethyl)-alpha-phenyl-
- Disopyramide
Registry Numbers
CAS Registry Number
- 3737-09-5
FDA UNII
- GFO928U8MQ
Related Registry Numbers
- 22059-60-5 (phosphate (1:1))
- 54687-36-4 (mono-hydrochloride)
System Generated Number
- 0003737095
Structure Descriptors
InChI
InChI=1S/C21H29N3O/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25)InChIKey
UVTNFZQICZKOEM-UHFFFAOYSA-NSmiles
CC(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | LDLo | oral | 46154ug/kg (46.154mg/kg) | BEHAVIORAL: COMA CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Medical Journal of Australia. Vol. 2, Pg. 335, 1978. |
dog | LDLo | intravenous | 36mg/kg (36mg/kg) | BEHAVIORAL: REGIDITY SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Journal of Pharmacology and Experimental Therapeutics. Vol. 136, Pg. 114, 1962. |
guinea pig | LDLo | intravenous | 24900ug/kg (24.9mg/kg) | Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980. | |
human | TDLo | oral | 4286ug/kg (4.286mg/kg) | CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: DYSPNEA | New England Journal of Medicine. Vol. 302, Pg. 614, 1980. |
man | LDLo | oral | 11429ug/kg (11.429mg/kg) | Journal of Forensic Sciences. Vol. 32, Pg. 1813, 1987. | |
mouse | LD50 | intraperitoneal | 114mg/kg (114mg/kg) | BLOOD: CHANGES IN SPLEEN BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1628, 1971. |
mouse | LD50 | intravenous | 26mg/kg (26mg/kg) | BEHAVIORAL: REGIDITY LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: TREMOR | United States Patent Document. Vol. #4237139, |
mouse | LD50 | oral | 352mg/kg (352mg/kg) | Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980. | |
mouse | LD50 | subcutaneous | 305mg/kg (305mg/kg) | Drugs in Japan Vol. 6, Pg. 319, 1982. | |
rabbit | LDLo | intravenous | 42200ug/kg (42.2mg/kg) | Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980. | |
rat | LD50 | intraperitoneal | 170mg/kg (170mg/kg) | Drugs in Japan Vol. 6, Pg. 319, 1982. | |
rat | LD50 | intravenous | 39100ug/kg (39.1mg/kg) | Farmaco, Edizione Pratica. Vol. 35, Pg. 49, 1980. | |
rat | LD50 | oral | 333mg/kg (333mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: ATAXIA BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 1398, 1988. |
rat | LD50 | subcutaneous | 800mg/kg (800mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 829, 1978. | |
women | TDLo | oral | 84mg/kg/3W-I (84mg/kg) | LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI SENSE ORGANS AND SPECIAL SENSES: INCREASED INTRAOCULAR PRESSURE: EYE BEHAVIORAL: HEADACHE | Mayo Clinic Proceedings. Vol. 65, Pg. 1030, 1990. |
women | TDLo | unreported | 700mg/kg/13W- (700mg/kg) | BEHAVIORAL: COMA ENDOCRINE: HYPOGLYCEMIA | Annales de Medecine Interne. Vol. 146, Pg. 209, 1995. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 94.5-95 | deg C | EXP | |
log P (octanol-water) | 2.58 | (none) | EXP | |
Water Solubility | 44.9 | mg/L | 25 | EST |
Vapor Pressure | 1.35E-09 | mm Hg | 25 | EST |
Henry's Law Constant | 2.59E-16 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.25E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.