|
|
Substance Name: Doxepin [USAN:INN:BAN]
RN: 1668-19-5
UNII: 5ASJ6HUZ7D
InChIKey: ODQWQRRAPPTVAG-GZTJUZNOSA-N
Note
- A dibenzoxepin tricyclic compound. It displays a range of pharmacological actions including maintaining adrenergic innervation. Its mechanism of action is not fully understood, but it appears to block reuptake of monoaminergic neurotransmitters into presynaptic terminals. It also possesses anticholinergic activity and modulates antagonism of histamine H(1)- and H(2)-receptors.
Molecular Formula
- C19-H21-N-O
Molecular Weight
- 279.3809
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antidepressive Agents
- Antidepressive Agents, Tricyclic
- Central Nervous System Agents
- Central Nervous System Depressants
- Drug / Therapeutic Agent
- Histamine Agents
- Histamine Antagonists
- Human Data
- Hypnotics and Sedatives
- Neurotransmitter Agents
- Psychotropic Drugs
- Sleep Aids, Pharmaceutical
* denotes mobile formatted website
Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Results Name
- Doxepin [USAN:INN:BAN]
Name of Substance
- Doxepin
- Doxepin [INN:BAN]
- Doxepin [USAN]
MeSH Heading
- Doxepin
Synonyms
- 1-Propanamine, 3-dibenz(b,e)oxepin-11(6H)-ylidene-N,N-dimethyl-
- 11-(3-(Dimethylamino)propylidene)-6H-dibenz(b,e)oxepine
- 11-(3-Dimethylamino-propyliden)-6,11-dihydro-dibenz(b,e)oxipin
- 11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenz(b,e)oxipin
- CCRIS 9176
- Doxepin
- Doxepina
- Doxepina [INN-Spanish]
- Doxepine
- Doxepinum
- Doxepinum [INN-Latin]
- HSDB 3069
- MF 10
- N,N-Dimethyldibenz(b,e)oxepin-delta(11(6H),gamma)-propylamine
- UNII-5ASJ6HUZ7D
Systematic Names
- 1-Propanamine, 3-dibenz(b,e)oxepin-11(6H)-ylidene-N,N-dimethyl-
- Dibenz(b,e)oxepin-delta(sup 11(6H)),gamma-propylamine, N,N-dimethyl-
Registry Numbers
CAS Registry Number
- 1668-19-5
FDA UNII
- 5ASJ6HUZ7D
System Generated Number
- 0001668195
Structure Descriptors
InChI
InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/b17-11+InChIKey
ODQWQRRAPPTVAG-GZTJUZNOSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
human | LDLo | oral | 60mg/kg (60mg/kg) | LUNGS, THORAX, OR RESPIRATION: BRONCHIECTASIS | Clinical Toxicology. Vol. 10, Pg. 327, 1977. |
mouse | LD50 | intraperitoneal | 79mg/kg (79mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 863, 1965. |
mouse | LD50 | intravenous | 26mg/kg (26mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 863, 1965. |
mouse | LD50 | oral | 135mg/kg (135mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 863, 1965. |
rabbit | LD50 | intravenous | 11mg/kg (11mg/kg) | AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 863, 1965. |
rat | LD50 | intraperitoneal | 182mg/kg (182mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 863, 1965. |
rat | LD50 | intravenous | 16mg/kg (16mg/kg) | AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 863, 1965. |
rat | LD50 | oral | 147mg/kg (147mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 863, 1965. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | < 25 | deg C | EXP | |
log P (octanol-water) | 4.29 | (none) | EXP | |
Water Solubility | 31.6 | mg/L | 25 | EXP |
Vapor Pressure | 1.59E-06 | mm Hg | 25 | EST |
Henry's Law Constant | 2.77E-09 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.98E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.