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Amantadine hydrochloride

Amantadine hydrochloride structure

CAS No:
665-66-7
Formula:
C10H17N.ClH
Chemical Name:
Amantadine hydrochloride
Synonyms:
Tricyclo[3.3.1.13,7]decan-1-amine,hydrochloride (1:1);1-Adamantanamine,hydrochloride;Tricyclo[3.3.1.13,7]decan-1-amine,hydrochloride;Adamantanamine hydrochloride;EXP 105-1;NSC 83653;Symmetrel;Aminoadamantane hydrochloride;Mydantane;Midantane;1-Aminoadamantane hydrochloride;1-Adamantylamine hydrochloride;Adamantylamine hydrochloride;1-Adamantamine hydrochloride;Amantadine hydrochloride;Virasol;Symadine;Amazolon;Mantadine;Virofral;Mantadan;Midantan;Mantadix;Adamin;Adamine;ADS 5102;Gocovri;13878-11-0
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Amantadine Hydrochloride is an antiviral and an antiparkinsonian drug.Target: Influenza VirusAmantadine is 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. Amantadine binding of M2, based on studies of a peptide representing the M2 transmembrane segment in dodecylphosphocholine micelles. Amantadine competes with protons for binding to the

Amantadine Hydrochloride is the hydrochloride salt of amantadine, a synthetic tricyclic amine with antiviral, antiparkinsonian, and antihyperalgesic activities. Amantadine appears to exert its antiviral effect against the influenza A virus by interfering with the function of the transmembrane domain of the viral M2 protein, thereby preventing the release of infectious viral nucleic acids into host cells; furthermore, this agent prevents virus assembly during virus replication. Amantadine exerts its antiparkinsonian effects by stimulating the release of dopamine from striatal dopaminergic nerve terminals and inhibiting its pre-synaptic reuptake. This agent may also exert some anticholinergic effect through inhibition of N-methyl-D-aspartic acid (NMDA) receptor-mediated stimulation of acetylcholine, resulting in antihyperalgesia.|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.

Amantadine hydrochloride Basic Attributes

Molecular Weight：

187.71000

Exact Mass：

187.11300

EC Number：

211-560-2

UNII：

M6Q1EO9TD0

NSC Number：

755860|83653

NCI Thesaurus Code：

C28818

HScode：

2921300090

Characteristics

PSA：

26.02000

XLogP3：

3.41620

Appearance：

Crystalline Solid

Density：

1.067g/cm3

Melting Point：

359-360 °C

Boiling Point：

225.7ºC at 760 mmHg

Flash Point：

96ºC

Refractive Index：

1.558

Water Solubility：

H2O: soluble ;Sparingly sol in water

Storage Conditions：

Store in a cool, dry place. Store in a tightly closed container.

Vapor Pressure：

0.13 mm Hg at 25 deg C (est)

Toxicity：

LD50 orally in mice, rats: 700, 1275 mg/kg (Vernier)

Collision Cross Section：

138.6 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R22

safety instructions：

S22; S36/37; S36

RTECS Number：

AU4375000

Marks：

Stability/Shelf Life：

Stable in light, heat & air /Amantadine hydrochloride/

Precautionary statement(s)：

P301 + P312 + P330

Hazard Statements：

H302

GHS Classification：

|Danger|H302 (99.47%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P330, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 190 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Treatment of Parkinson's disease and parkinsonism

MeSH：

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)|Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)|A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)|Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. (See all compounds classified as Dopamine Agents.)

MeSH Entry Terms：

1 Aminoadamantane

Amantadine hydrochloride Use and Manufacturing

Uses

NMDA-receptor antagonist. Antiviral; antiparkinsonian Antiviral drugs belong to a narrow-spectrum category and are only used to prevent and treat influenza caused by A2 virus. This product prevents the virus from penetrating into the host cell, and affects the uncoating of the virus to inhibit virus proliferation. This product is used as an anti-tremor paralysis medicine. Can promote the release of dopamine. Amantadine hydrochloride is used as an antiviral drug; the product is used as an anti-paralysis drug. Can promote the release of dopamine. Used in the synthesis of antiviral drug intermediates, which have the function of preventing and treating A2 influenza

Manufacturing Info：

Tricyclo[3.3.1.13,7]decan-1-amine, hydrochloride (1:1): ACTIVE

Use Classification：

Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:187.71
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Exact Mass:187.1127773
Monoisotopic Mass:187.1127773
Topological Polar Surface Area:26
Heavy Atom Count:12
Complexity:144
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Material

Hydrogen

Urea

Hydrochloric acid

Dicyclopentadiene

Sodium sulfite

Drug Function and Efficacy

Can resist subtype I influenza virus and inhibit virus reproduction

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Children's paracetamol granules
Ingredients	This product is a compound preparation, each package contains 0.1g of acetaminophen, 0.04g of amantadine hydrochloride, 4mg of artificial bezoar, 6mg of caffeine, and 0.8mg of chlorpheniramine maleate.
Indication	1. This product should not be taken with barbiturates, phenytoin sodium and chloramphenicol; 2. Long-term use of this product or taking it with other antipyretic and analgesic drugs may increase the risk of nephrotoxicity; 3. If you are taking other medicines, please consult a physician or pharmacist before using this product.
Specifications	6 g
Manufacturer	North China Pharmaceutical Company.Ltd

Compound paracetamol and amantadine tablets
Ingredients	The product is a compound preparation, each tablet contains 250 mg of acetaminophen, 100 mg of amantadine hydrochloride, 10 mg of artificial bezoar, 15 mg of caffeine, and 2 mg of chlorpheniramine maleate. The auxiliary materials are: starch, powdered sugar, and magnesium stearate.
Indication	1. When used with other antipyretic analgesics, the risk of nephrotoxicity may be increased. 2. This product should not be used with chloramphenicol, barbiturates (such as phenobarbital), etc. 3. If used with other drugs at the same time, drug interactions may occur. Please consult a physician or pharmacist for details.
Specifications	Compound
Manufacturer	Guizhou Henghe Pharmaceutical Co., Ltd.

Compound paracetamol and amantadine tablets
Ingredients	The product is a compound preparation, each tablet contains 250 mg of acetaminophen, 100 mg of amantadine hydrochloride, 10 mg of artificial bezoar, 15 mg of caffeine, and 2 mg of chlorpheniramine maleate. The auxiliary materials are: starch, powdered sugar, and magnesium stearate.
Indication	1. When used with other antipyretic analgesics, the risk of nephrotoxicity may be increased. 2. This product should not be used with chloramphenicol, barbiturates (such as phenobarbital), etc. 3. If used with other drugs at the same time, drug interactions may occur. Please consult a physician or pharmacist for details.
Specifications	Compound
Manufacturer	Jilin Yipu Biotechnology Co., Ltd.

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Registered Holders

ALEMBIC PHARMACEUTICALS LTD

United States
Active
ANONIMA MATERIE SINTETICHE AND AFFINI (AMSA) SPA

United States
Active
Tianjin Minxiang Pharmaceutical Co., Ltd.

China
Active

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