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Substance Name: Amantadine [INN:BAN]
RN: 768-94-5
UNII: BF4C9Z1J53
InChIKey: DKNWSYNQZKUICI-UHFFFAOYSA-N
Notes
- An antiviral that is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extrapyramidal reactions, and for postherpetic neuralgia. The mechanisms of its effects in movement disorders are not well understood but probably reflect an increase in synthesis and release of dopamine, with perhaps some inhibition of dopamine uptake.
- An antiviral that is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extrapyramidal reactions, and for postherpetic neuralgia. The mechanisms of its effects in movement disorders are not well understood but probably reflect an increase in synthesis and release of dopamine, with perhaps some inhibition of dopamine uptake..
See CDC 2009 H1N1 Flu (Swine Flu) Antiviral Drugs at CDC Antiviral Drugs
Molecular Formula
- C10-H17-N
Molecular Weight
- 151.251
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Analgesics
- Analgesics, Non-Narcotic
- Anti-Dyskinesia Agents
- Anti-Infective Agents
- Antiparkinson Agents
- Antiviral Agents
- Central Nervous System Agents
- Dopamine Agents
- Drug / Therapeutic Agent
- Mutation Data
- Neurotransmitter Agents
- Peripheral Nervous System Agents
- Sensory System Agents
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Names and Synonyms
Name of Substance
- Amantadine
- Amantadine [INN:BAN]
MeSH Heading
- Amantadine
Synonyms
- 1-Adamantanamine
- 1-Adamantylamine
- 1-Aminoadamantane
- 1-Aminotricyclo(3.3.1.1(sup 3,7))decane
- Adamantanamine
- Adamantylamine
- Amantadina
- Amantadina [INN-Spanish]
- Amantadine
- Amantadinum
- Amantadinum [INN-Latin]
- Aminoadamantane
- BRN 2204333
- EC 212-201-2
- EINECS 212-201-2
- Gocovri
- HSDB 3202
- NSC 341865
- Pk-merz
- Tricyclo(3.3.1.1(3,7))-decan-1-amine
- Tricyclo(3.3.1.1(sup 3.7))decan-1-amine
- UNII-BF4C9Z1J53
Systematic Names
- 1-Adamantanamine (8CI)
- Amantadine
- Tricyclo(3.3.1.1(sup 3,7))decan-1-amine
- Tricyclo(3.3.1.13,7)decan-1-amine
Registry Numbers
CAS Registry Number
- 768-94-5
FDA UNII
- BF4C9Z1J53
Other Registry Number
- 744952-70-3
Related Registry Number
- 665-66-7 (hydrochloride)
System Generated Number
- 0000768945
Structure Descriptors
InChI
1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2InChIKey
DKNWSYNQZKUICI-UHFFFAOYSA-NSmiles
C1C2CC3CC1CC(C3)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 245mg/kg (245mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: TREMOR | Drugs of the Future. Vol. 5, Pg. 557, 1980. |
| mouse | LD50 | oral | 700mg/kg (700mg/kg) | British UK Patent Application. Vol. #2070004, | |
| quail | LD50 | oral | > 316mg/kg (316mg/kg) | Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982. | |
| rat | LD50 | intraperitoneal | 223mg/kg (223mg/kg) | British UK Patent Application. Vol. #2070004, | |
| rat | LD50 | oral | 900mg/kg (900mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: TREMOR | Journal de Pharmacologie. Vol. 9, Pg. 121, 1978. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 180 | deg C | EXP | |
| log P (octanol-water) | 2.44 | (none) | EXP | |
| Water Solubility | 6290 | mg/L | 25 | EST |
| Vapor Pressure | 0.132 | mm Hg | 25 | EST |
| Henry's Law Constant | 8.32E-06 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 4.03E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.