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Substance Name: Maprotiline hydrochloride [USP:JAN]
RN: 10347-81-6
UNII: 7C8J54PVFI
InChIKey: NZDMFGKECODQRY-UHFFFAOYSA-N
Note
- A bridged-ring tetracyclic antidepressant that is both mechanistically and functionally similar to the tricyclic antidepressants, including side effects associated with its use.
Molecular Formula
- C20-H23-N.Cl-H
Molecular Weight
- 313.8696
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Formulas
- Structure Descriptors
- Toxicity
Classification Codes
- Antidepressant
- Drug / Therapeutic Agent
- Human Data
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Maprotiline hydrochloride [USP:JAN]
Synonyms
- 1-(3-Methylaminopropyl)dibenzo(b,e)bicyclo(2.2.2)octadiene hydrochloride
- 9-(gamma-Methylaminopropyl)-9,10-dihydro-9,10-ethanoanthracene hydrochloride
- BA 34276
- Ciba 34276 Ba
- EINECS 233-758-8
- Ludiomil
- Maprotiline HCl
- Maprotiline hydrochloride
- N-Methyl-9,10-ethanoanthracene-9(10H)-propanamine hydrochloride
- N-Methyl-9,10-ethanoanthracene-9(10H)-propylamine hydrochloride
- Psymion
- UNII-7C8J54PVFI
Systematic Names
- 9,10-Ethanoanthracene-9(10H)-propanamine, N-methyl-, hydrochloride
- 9,10-Ethanoanthracene-9(10H)-propylamine, N-methyl-, hydrochloride
- Maprotiline hydrochloride
Registry Numbers
CAS Registry Number
- 10347-81-6
FDA UNII
- 7C8J54PVFI
Related Registry Number
- 10262-69-8 (Parent)
System Generated Number
- 0010347816
Molecular Formulas
Molecular Formula
- C20-H23-N.Cl-H
Molecular Formula Fragments
- C20-H23-N
- Cl-H
- COMPONENT
Structure Descriptors
InChI
InChI=1S/C20H23N.ClH/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20;/h2-5,7-10,15,21H,6,11-14H2,1H3;1HInChIKey
NZDMFGKECODQRY-UHFFFAOYSA-NSmiles
Cl.CNCCCC12CCC(c3ccccc13)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | intravenous | 30mg/kg (30mg/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. |
cat | LDLo | oral | > 300mg/kg (300mg/kg) | Bollettino Chimico Farmaceutico. Vol. 112, Pg. 601, 1973. | |
child | TDLo | oral | 12mg/kg (12mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | American Journal of Emergency Medicine. Vol. 6, Pg. 247, 1988. |
dog | LDLo | intravenous | 20mg/kg (20mg/kg) | Bollettino Chimico Farmaceutico. Vol. 112, Pg. 782, 1973. | |
dog | LDLo | oral | 20mg/kg (20mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Bollettino Chimico Farmaceutico. Vol. 112, Pg. 601, 1973. |
human | TDLo | oral | 17mg/kg (17mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | British Medical Journal. Vol. 1, Pg. 1573, 1977. |
man | TDLo | oral | 490ug/kg (0.49mg/kg) | BEHAVIORAL: SLEEP | Journal of Clinical Psychiatry. Vol. 47, Pg. 210, 1986. |
man | TDLo | oral | 391mg/kg/1Y-I (391mg/kg) | KIDNEY, URETER, AND BLADDER: INCONTINENCE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Postgraduate Medical Journal. Vol. 55, Pg. 742, 1979. |
mouse | LD50 | intraperitoneal | 125mg/kg (125mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 229, Pg. 163, 1977. | |
mouse | LD50 | intravenous | 31mg/kg (31mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Bollettino Chimico Farmaceutico. Vol. 112, Pg. 601, 1973. |
mouse | LD50 | oral | 480mg/kg (480mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 1, Pg. 207, 1975. |
mouse | LD50 | subcutaneous | 310mg/kg (310mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 1, Pg. 207, 1975. |
rabbit | LDLo | intravenous | 20mg/kg (20mg/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. |
rabbit | LDLo | oral | > 1gm/kg (1000mg/kg) | Bollettino Chimico Farmaceutico. Vol. 112, Pg. 601, 1973. | |
rat | LD50 | intraperitoneal | 72mg/kg (72mg/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. |
rat | LD50 | intravenous | 35mg/kg (35mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS | Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 1, Pg. 207, 1975. |
rat | LD50 | oral | 760mg/kg (760mg/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. |
rat | LD50 | subcutaneous | 170mg/kg (170mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Bollettino Chimico Farmaceutico. Vol. 112, Pg. 601, 1973. |
women | LDLo | oral | 90mg/kg (90mg/kg) | BEHAVIORAL: COMA | Journal of Analytical Toxicology. Vol. 6, Pg. 199, 1982. |
women | TDLo | oral | 7mg/kg/1W-I (7mg/kg) | BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Journal of Clinical Pyschopharmacology. Vol. 3, Pg. 264, 1983. |
women | TDLo | oral | 20mg/kg (20mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) | American Journal of Emergency Medicine. Vol. 2, Pg. 144, 1984. |
women | TDLo | oral | 63mg/kg/6W-I (63mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: GENERAL ANESTHETIC KIDNEY, URETER, AND BLADDER: INCONTINENCE | Postgraduate Medical Journal. Vol. 55, Pg. 742, 1979. |
women | TDLo | oral | 75mg/kg (75mg/kg) | BEHAVIORAL: COMA CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | Intensive Care Medicine. Vol. 11, Pg. 220, 1985. |