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5H-Dibenz[b,f]azepine-5-propanamine,10,11-dihydro-N,N-dimethyl- cas no:50-49-7

Synonyms: 5H-Dibenz[b,f]azepine,5-[3-(dimethylamino)propyl]-10,11-dihydro- (7CI,8CI); 1-(3-Dimethylaminopropyl)-4,5-dihydro-2,3,6,7-dibenzazepine;5,6-Dihydro-N-[3-(dimethylamino)propyl]-11H-dibenz[b,e]azepine;5-(3-Dimethylaminopropyl)-10,11-dihydro-5H-dibenz[b,f]azepine; Antideprin;Berkomine; Cristalia; Imipramine; Melipramine; N-(3-Dimethylaminopropyl)-o-iminodibenzyl;N-(g-Dimethylaminopropyl)iminodibenzyl;NSC 169866; Org 2463; Prazepine; Sermonil

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Identification
Name5H-Dibenz[b,f]azepine-5-propanamine,10,11-dihydro-N,N-dimethyl-
CAS50-49-7
Synonyms5H-Dibenz[b,f]azepine,5-[3-(dimethylamino)propyl]-10,11-dihydro- (7CI,8CI); 1-(3-Dimethylaminopropyl)-4,5-dihydro-2,3,6,7-dibenzazepine;5,6-Dihydro-N-[3-(dimethylamino)propyl]-11H-dibenz[b,e]azepine;5-(3-Dimethylaminopropyl)-10,11-dihydro-5H-dibenz[b,f]azepine; Antideprin;Berkomine; Cristalia; Imipramine; Melipramine; N-(3-Dimethylaminopropyl)-o-iminodibenzyl;N-(g-Dimethylaminopropyl)iminodibenzyl;NSC 169866; Org 2463; Prazepine; Sermonil
EINECS(EC#)200-042-1
Molecular FormulaC19H24 N2
Molecular Weight280.45
Chemical Properties
refractive index1.574
Safety Data

Safety

A human poison by ingestion. An experimental poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: somnolence, hallucinations, distorted perceptions, changes in motor activity, ataxia (loss of muscle coordination), coma, nausea and vomiting, irritative dermatitis. An experimental teratogen by ingestion. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.


Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 20mg/kg (20mg/kg)   Bollettino Chimico Farmaceutico. Vol. 112, Pg. 601, 1973.
cat LDLo oral 100mg/kg (100mg/kg)   Zentralblatt fuer Pharmazie, Pharmakotherapie und Laboratoriums-diagnostik. Vol. 114, Pg. 787, 1975.
child LD50 oral 40mg/kg (40mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: COMA		 Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980.
child LDLo oral 35mg/kg (35mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: OTHER CHANGES		 Schweizerische Medizinische Wochenschrift. Vol. 99, Pg. 1157, 1969.
child TDLo oral 30mg/kg (30mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA		 American Journal of Diseases of Children. Vol. 130, Pg. 507, 1976.
dog LDLo intravenous 45mg/kg (45mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Bollettino Chimico Farmaceutico. Vol. 112, Pg. 601, 1973.
dog LDLo oral 100mg/kg (100mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 78, 1972.
human LD50 oral 40mg/kg (40mg/kg)   Proceedings of the European Society for the Study of Drug Toxicity. Vol. 6, Pg. 171, 1965.
human LDLo oral 450mg/kg (450mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE" British Medical Journal. Vol. 1, Pg. 722, 1979.
mammal (species unspecified) LD50 oral 350mg/kg (350mg/kg) BEHAVIORAL: ANTICONVULSANT Journal of Medicinal Chemistry. Vol. 8, Pg. 836, 1965.
mammal (species unspecified) LD50 unreported 455mg/kg (455mg/kg)   Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 24(7), Pg. 27, 1990.
man LD50 oral 30mg/kg (30mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: COMA		 Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980.
man LDLo oral 71mg/kg (71mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: CHANGE IN RATE

ENDOCRINE: CHANGE IN LH		 Journal of Toxicology, Clinical Toxicology. Vol. 19, Pg. 239, 1982.
man TDLo oral 5357ug/kg/5D- (5.357mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGE IN REM SLEEP (HUMAN)		 Human Psychopharmacology. Vol. 11, Pg. 211, 1996.
man TDLo oral 8mg/kg/3D-I (8mg/kg) BEHAVIORAL: EXCITEMENT Lancet. Vol. 2, Pg. 568, 1959.
man TDLo oral 71428ug/kg/10 (71.428mg/kg) BEHAVIORAL: REGIDITY

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER		 Intensive Care Medicine. Vol. 23, Pg. 480, 1997.
mouse LD50 intraperitoneal 51600ug/kg (51.6mg/kg)   British Patent Document. Vol. #1460700,
mouse LD50 intravenous 21mg/kg (21mg/kg) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: WAKEFULNESS		 Archives Internationales de Pharmacodynamie et de Therapie. Vol. 245, Pg. 283, 1980.
mouse LD50 oral 188mg/kg (188mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Pharmaceutical Chemistry Journal Vol. 14, Pg. 773, 1980.
mouse LD50 subcutaneous 195ug/kg (0.195mg/kg) BEHAVIORAL: WAKEFULNESS Pharmaceutical Chemistry Journal Vol. 15, Pg. 412, 1981.
mouse LD50 unreported 107mg/kg (107mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)" Journal of Medicinal Chemistry. Vol. 10, Pg. 418, 1967.
rabbit LD50 intravenous 18mg/kg (18mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 120, Pg. 450, 1959.
rabbit LD50 oral 385mg/kg (385mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1617, 1969.
rat LD50 intraperitoneal 79mg/kg (79mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964.
rat LD50 intravenous 9300ug/kg (9.3mg/kg)   United States Patent Document. Vol. #4141993,
rat LD50 oral 250mg/kg (250mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Pharmaceutical Chemistry Journal Vol. 14, Pg. 773, 1980.
rat LD50 subcutaneous 250mg/kg (250mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 148, Pg. 560, 1964.
women LDLo oral 2mg/kg/1D (2mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of Pharmacy and Pharmacology. Vol. 16, Pg. 265, 1964.
women TDLo oral 3mg/kg/32H-I (3mg/kg) SKIN AND APPENDAGES (SKIN): PHOTOSENSITIVITY: AFTER SYSTEMIC EXPOSURE JAMA, Journal of the American Medical Association. Vol. 254, Pg. 357, 1985.
women TDLo oral 150mg/kg (150mg/kg) BEHAVIORAL: COMA

CARDIAC: OTHER CHANGES

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION		 Journal of Toxicology, Clinical Toxicology. Vol. 33, Pg. 51, 1995.

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