|
|
Substance Name: Maprotiline [USAN:INN:BAN]
RN: 10262-69-8
UNII: 2U1W68TROF
InChIKey: QSLMDECMDJKHMQ-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
Molecular Weight
- 277.4087
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Adrenergic Agents
- Adrenergic Uptake Inhibitors
- Antidepressant
- Antidepressive Agents
- Antidepressive Agents, Second-Generation
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Human Data
- Membrane Transport Modulators
- Neurotransmitter Agents
- Neurotransmitter Uptake Inhibitors
- Psychotropic Drugs
* denotes mobile formatted website
Links to Resources
NLM Resources (File Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Maprotiline
- Maprotiline [USAN:INN:BAN]
MeSH Heading
- Maprotiline
Synonyms
- 276-Ba
- 3-(9,10-Dihydro-9,10-ethanoanthracen-9-yl)propylmethylamine
- Ba-34,276 [as hydrochloride]
- BRN 2385493
- EINECS 233-599-4
- Maprotilina
- Maprotilina [INN-Spanish]
- Maprotiline
- Maprotilinum
- Maprotilinum [INN-Latin]
- Maprotylina
- Maprotylina [Polish]
- N-Methyl-9,10-ethanoanthracene-9(10H)-propylamine
- UNII-2U1W68TROF
Systematic Names
- 9,10-Ethanoanthracene-9(10H)-propanamine, N-methyl-
- 9,10-Ethanoanthracene-9(10H)-propylamine, N-methyl-
- Maprotiline
Registry Numbers
CAS Registry Number
- 10262-69-8
FDA UNII
- 2U1W68TROF
Related Registry Numbers
- 10347-81-6 (hydrochloride)
- 58902-67-3 (mesylate)
System Generated Number
- 0010262698
Structure Descriptors
InChI
InChI=1S/C20H23N/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,6,11-14H2,1H3InChIKey
QSLMDECMDJKHMQ-UHFFFAOYSA-NSmiles
CNCCCC12CCC(c3ccccc13)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 26mg/kg (26mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | British Medical Journal. Vol. 2, Pg. 260, 1977. |
mouse | LD50 | intraperitoneal | 140mg/kg (140mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) | Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 40, Pg. 235, 1983. |
mouse | LD50 | intravenous | 31mg/kg (31mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: MUSCLE WEAKNESS | Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980. |
mouse | LD50 | oral | 660mg/kg (660mg/kg) | BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: ATAXIA BEHAVIORAL: MUSCLE WEAKNESS | Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980. |
rat | LD50 | intraperitoneal | 105mg/kg (105mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE WEAKNESS | Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 40, Pg. 235, 1983. |
rat | LD50 | intravenous | 38mg/kg (38mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: MUSCLE WEAKNESS | Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980. |
rat | LD50 | oral | 760mg/kg (760mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: ATAXIA | Handbook of Experimental Pharmacology. Vol. 55, Pg. 527, 1980. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 93 | deg C | EXP | |
log P (octanol-water) | 4.520 | (none) | EST | |
Atmospheric OH Rate Constant | 9.41E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.