Chinese Japanese Germany Korea
ChemicalBook >> CAS DataBase List >>1-Adamantanamine hydrochloride

1-Adamantanamine hydrochloride

1-Adamantanamine hydrochloride Structure
1-Adamantanamine hydrochloride structure
CAS No.
665-66-7
Chemical Name:
1-Adamantanamine hydrochloride
Synonyms
AMANTADINE HCL;AMANTADINE HYDROCHLORIDE;1-AMINOADAMANTANE HYDROCHLORIDE;ADAMANTANAMINE HYDROCHLORIDE;symmetrel;1-ADAMANTANAMINE HCL;ADAMANTAN-1-AMINE HYDROCHLORIDE;Mantadan;Amantadine hydrochlorid;(3s,5s,7s)-adamantan-1-amine hydrochloride
CBNumber:
CB4734376
Molecular Formula:
C10H18ClN
Molecular Weight:
187.71
MDL Number:
MFCD00074723
MOL File:
665-66-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41
Product description Number Pack Size Price
Amantadine hydrochloride A1260 5g $72.7
Amantadine hydrochloride British Pharmacopoeia (BP) Reference Standard BP530 200MG $282
Amantadine hydrochloride European Pharmacopoeia (EP) Reference Standard A0363000 100 mg $175
1-Adamantaneammonium chloride for synthesis 8.20015 10g $72.3
Amantadine hydrochloride United States Pharmacopeia (USP) Reference Standard 1018505 200mg $435
More product size
Request For Quotation

1-Adamantanamine hydrochloride Properties

Melting point >300 °C(lit.)
Boiling point 308.63°C (rough estimate)
Density 1.0276 (rough estimate)
refractive index 1.6100 (estimate)
storage temp. Store below +30°C.
solubility H2O: 50 mg/mL
form Fine Crystalline Powder
color White
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,374
BRN 4198854
Major Application pharmaceutical (small molecule)
InChI 1S/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H/t7-,8+,9-,10-;
InChIKey WOLHOYHSEKDWQH-UHFFFAOYSA-N
SMILES Cl[H].[H][C@@]12C[C@@]3([H])C[C@@]([H])(C1)CC(N)(C2)C3
LogP -1.64 at 23℃ and pH6.3
CAS DataBase Reference 665-66-7(CAS DataBase Reference)
NCI Dictionary of Cancer Terms amantadine hydrochloride
FDA UNII M6Q1EO9TD0
NCI Drug Dictionary amantadine hydrochloride
Proposition 65 List Amantadine Hydrochloride
EPA Substance Registry System Amantadine hydrochloride (665-66-7)
UNSPSC Code 41116107
NACRES NA.77

Pharmacokinetic data

Protein binding 67%
Excreted unchanged in urine 90%
Volume of distribution 5-10(L/kg)
Biological half-life 15 / 500

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn
Risk Statements  22-40-20/21/22
Safety Statements  22-36/37-36-35-20/21
RIDADR  UN 1759 8 / PGII
WGK Germany  3
RTECS  AU4375000
TSCA  TSCA listed
HazardClass  IRRITANT
HS Code  29213000
Storage Class 8A - Combustible corrosive hazardous materials
Hazard Classifications Acute Tox. 4 Oral
Toxicity LD50 orally in mice, rats: 700, 1275 mg/kg (Vernier)
REACH Registrations Active
NFPA 704
1
3 0

1-Adamantanamine hydrochloride price More Price(109)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A1260 Amantadine hydrochloride 665-66-7 5g $72.7 2026-04-30 Buy
Sigma-Aldrich BP530 Amantadine hydrochloride British Pharmacopoeia (BP) Reference Standard 665-66-7 200MG $282 2026-04-30 Buy
Sigma-Aldrich A0363000 Amantadine hydrochloride European Pharmacopoeia (EP) Reference Standard 665-66-7 100 mg $175 2026-04-30 Buy
Sigma-Aldrich 8.20015 1-Adamantaneammonium chloride for synthesis 665-66-7 10g $72.3 2026-04-30 Buy
Sigma-Aldrich 1018505 Amantadine hydrochloride United States Pharmacopeia (USP) Reference Standard 665-66-7 200mg $435 2026-04-30 Buy
Product number Packaging Price Buy
A1260 5g $72.7 Buy
BP530 200MG $282 Buy
A0363000 100 mg $175 Buy
8.20015 10g $72.3 Buy
1018505 200mg $435 Buy

1-Adamantanamine hydrochloride Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

Originator

Symmetrel,DuPont (Endo),US,1966

Uses

1-Adamantanamine hydrochloride is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extra pyramidal reactions, and for postherpetic neuralgia. It is also used an NMDA-receptor antagoinst.

Uses

antiviral, antiparkinsonian; treatment of drug-induced extrapyrimidal reactions

Uses

selective FP prostanoid receptor agonist, F-series prostaglandin analog. 200 times as potent as Latanoprost -20oC

Uses

NMDA-receptor antagonist. Antiviral; antiparkinsonian

Definition

ChEBI: A hydrochloride obtained by combining amantadine and hydrochloric acid in equimolar amounts.

Manufacturing Process

360 ml of 96% sulfuric acid and a solution of 13.6 grams (0.1 mol) of adamantane in 100 ml of n-hexane were emulsified in the apparatus described and provided with an inclined centrifugal stirrer. Then a mixture of 46 grams (1.7 mols) of liquid hydrocyanic acid and 29.6 grams (0.4 mol) of tertiary butanol was added dropwise within 1.5 hours at about 25°C.
After 30 minutes of postreaction, the product was poured on ice. The granular mass which precipitated [N-(adamantyl-1)formamide] was sucked off and washed with water. The raw product (37 grams) was then refluxed for 10 hours with a solution of 60 grams of NaOH in 600 ml of diethylene glycol.
After cooling, the solution was diluted with 1.5 liters of water and subjected to three extractions with ether. The amine was extracted from the ethereal solution with 2 N HCl and liberated therefrom by the addition of solid NaOH (while cooling). The alkaline solution was extracted with ether and the ethereal solution was dried with solid NaOH. Distillation resulted in 10.6 grams (70% of the theory) of 1-aminoadamantane which, after sublimation, melted at 180°C to 192°C (seal capillary). It is converted to the hydrochloride.

brand name

Symadine (Solvay Pharmaceuticals); Symmetrel (Endo).

Therapeutic Function

Antiviral, Antiparkinsonian

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Biological Activity

amantadine hydrochloride is an antiviral and an antiparkinsonian drug.

Biochem/physiol Actions

Amantadine hydrochloride is effective against influenza viruses both in vivo and in vitro. It is considered as an antagonist of the N-methyl-D-aspartate (NMDA) type glutamate receptor. Amantadine plays an important role in the release of dopamine, preventing dopamine reuptake and blocking microglial activation and neuroinflammation.

Clinical Use


Parkinson’s disease (but not drug-induced extrapyramidal symptoms)
Post-herpetic neuralgia
Prophylaxis and treatment of influenza A

Safety Profile

Human poison by ingestion. Poison by ingestion, intraperitoneal, and intravenous routes. A human teratogen with developmental abnormalities of the circulatory system. Experimental reproductive effects. Human systemic effects by ingestion: distorted perceptions, euphoria, excitement, hallucinations. When heated to decomposition it emits very toxic fumes of NO, and HCl.

Drug interactions

Potentially hazardous interactions with other drugs
Memantine: increased risk of CNS toxicity - avoid; effects of amantadine possibly enhanced.

Metabolism

Amantadine is metabolised in the liver to a minor extent, mainly by N-acetylation. The renal amantadine clearance is much higher than the creatinine clearance, suggesting renal tubular secretion in addition to glomerular filtration. After 4-5 days, 90% of the dose appears unchanged in urine. The rate is considerably influenced by urinary pH: a rise in pH brings about a fall in excretion.

storage

Room temperature

Purification Methods

Dissolve the salt in dry EtOH, add a few drops of dry EtOH saturated with HCl gas, followed by dry Et2O to crystallise the hydrochloride. Dry the salt in a vacuum. [Stetter et al. Chem Ber 93 226 1960.]

References

[1] Synthetic Communications, 2015, vol. 45, # 22, p. 2601 - 2607
[2] Patent: WO2007/96124, 2007, A1. Location in patent: Page/Page column 15-16
[3] Russian Journal of Organic Chemistry, 2015, vol. 51, # 12, p. 1703 - 1709
[4] Zh. Org. Khim., 2015, vol. 51, # 12, p. 1737 - 1743,7

1-Adamantanamine hydrochloride synthesis

768-94-5
665-66-7
Synthesis of 1-Adamantanamine hydrochloride from Amantadine

1-Adamantanamine hydrochloride Preparation Products And Raw materials

Raw materials

Aluminium-nickel Amantadine Dicyclopentadiene Sodium sulfite Chlorine
Urea Aluminum chloride Hydrochloric acid Hydrogen Bromine
Sodium hydroxide HYDROGEN CYANIDE Adamantane 2-Adamantanamine hydrochloride

1of3

Preparation Products

1-Adamantanamine hydrochloride Suppliers

Global( 697)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou Qiwei Pharmatech Co.,Ltd
13282840061 mw@qwpharmatech.com China 109 58
Huzhou Chenxi Environmental Protection Technology Co. , Ltd.
+8616762203950 1034385273@qq.com China 55 58
HANGZHOU HAILAN CHEMICAL CO.,LTD.
+86-57156122185 +86-15967590394 sales@hailan-chem.com China 2996 58
Hebei Chuanghai Biotechnology Co., Ltd 		+8615350571055 Sibel@chuanghaibio.com China 8738 58
Hebei Yanxi Chemical Co., Ltd. 		+8618531123677 faithe@yan-xi.com China 5853 58
Hebei Chuanghai Biotechnology Co,.LTD 		+86-86-13131129325 +8613131129325 sales1@chuanghaibio.com China 5220 58
Hebei Chuanghai Biotechnology Co., Ltd 		+8615531151365 mina@chuanghaibio.com China 18126 58
Nantong Guangyuan Chemicl Co,Ltd 		+undefined17712220823 admin@guyunchem.com China 615 58
Shaanxi TNJONE Pharmaceutical Co., Ltd 		+8618092446649 sarah@tnjone.com China 1143 58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD 		+86-15350851019; +8615350851019 admin@86-ss.com China 999 58
Supplier Advantage
Hangzhou Qiwei Pharmatech Co.,Ltd
58
Huzhou Chenxi Environmental Protection Technology Co. , Ltd.
58
HANGZHOU HAILAN CHEMICAL CO.,LTD.
58
Hebei Chuanghai Biotechnology Co., Ltd 		58
Hebei Yanxi Chemical Co., Ltd. 		58
Hebei Chuanghai Biotechnology Co,.LTD 		58
Hebei Chuanghai Biotechnology Co., Ltd 		58
Nantong Guangyuan Chemicl Co,Ltd 		58
Shaanxi TNJONE Pharmaceutical Co., Ltd 		58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD 		58

Related articles

View Lastest Price from 1-Adamantanamine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Adamantanamine hydrochloride pictures 2026-07-27 1-Adamantanamine hydrochloride
665-66-7
 0.99 RongNa Biotechnology Co.,Ltd
Amantadine hydrochloride pictures 2026-07-27 Amantadine hydrochloride
665-66-7
 $29.00 99.98% 10g TargetMol Chemicals Inc.
Amantadine hydrochloride pictures 2026-07-27 Amantadine hydrochloride
665-66-7
 $29.00 99.98% 10g TargetMol Chemicals Inc.

1-Adamantanamine hydrochloride Spectrum

1-Adamantanamine hydrochloride(665-66-7)MS1-Adamantanamine hydrochloride(665-66-7)1HNMR1-Adamantanamine hydrochloride(665-66-7)13CNMR1-Adamantanamine hydrochloride(665-66-7)IR11-Adamantanamine hydrochloride(665-66-7)IR21-Adamantanamine hydrochloride(665-66-7)Raman

665-66-7(1-Adamantanamine hydrochloride)Related Search:

Cyclohexylamine hydrochloride ETHANOLAMINE HYDROCHLORIDE Methoxyammonium chloride DL-Octopamine hydrochloride Topotecan hydrochloride
Cysteamine hydrochloride DIETHANOLAMINE HYDROCHLORIDE 2-Aminoethylammonium chloride Rimantadine hydrochloride Palonosetron Hydrochloride
Lercanidipine hydrochloride Moxifloxacin hydrochloride Flavoxate hydrochloride Pramoxine hydrochloride Granisetron Hydrochloride
2-Tetralin-1-yl-4,5-dihydro-1H-imidazole hydrochloride Fluoxetine hydrochloride Pirenzepine hydrochloride Adamantanamine Hydrochloride Amantadine Hcl

1of4

Amantadine hydrochloride,1-Adamantanamine hydrochloride, 1-Adamantylamine hydrochloride, 1-Aminoadamantane hydrochloride Amantadine Hydrochloride (200 mg) 1-AdaMantanaMine hydrochloride, 99+% 100GR 1-AdaMantanaMine hydrochloride, 99+% 25GR 1-AdaMantanaMine hydrochloride, 99+% 5GR 1-adamantane amine hydrochloride 1-Adamantanamine Hydrochleride 1-Aminoadamantane Hydrochloride Amantadine Hydrochloride Adamantan-1-amine hydrochloride, Tricyclo[3.3.1.1~3,7~]decan-1-amine hydrochloride, Amantadine hydrochloride AMantadine HCl USP 1-adamantylammonium chloride 1-adamantylazanium chloride 1-Aminoadamantene hydrochlorid adamantan-1-aminium chloride tricyclo[3.3.1.1(3,7)]decan-1-aminium chloride Tricyclo[3.3.1.13,7]decan-1-amine, hydrochloride (1:1) aminoadamantanehydrochloride exp105-1 midantane mydantane nsc83653 symmetrel tricyclo(3.3.1.1(sup3,7))decan-1-amine,hydrochloride 1-Adamantanamine hydrochloride, 1-Adamantylamine hydrochloride, Amantadine hydrochloride 1-Adamantanamine hydrochloride, 1-Adamantylamine hydrochloride, 1-Aminoadamantane hydrochloride 1-Adamantanamine HydrochL 1-adamantylammonium Adamantane Hydrocloride 1-Adamantanamine hydrochloride intermediate 1-Adamantanamine Hydrochloride [Amantadine Hydrochloride] Amintadine Hcl TIMTEC-BB SBB003680 TRICYCLODECANE HYDROCHLORIDE 1-aminoadamantenehydrochloride 1-ADAMANTYLAMINE HYDROCHLORIDE 1-ADAMANTANAMINE HCL 1-ADAMANTANAMINE HYDROCHLORIDE 1-ADAMANTANEAMMONIUM CHLORIDE 1-AMINOADAMANTANE HYDROCHLORIDE adamantinehydrochloride adamantylaminehydrochloride tricyclo[3.3.1.13,7]decan-1-amine,hydrochloride virasol AMANTADINE HYDROCHLORIDE, PHARMA Adekin Lysovir Mantadan Mantadix Virofral AMANTADINEHYDROCHLORIDE,USP 1-Adamantamine hydrochloride 1-Adamantanamine, hydrochloride (8CI) Adamantanamine hydrochloride (6CI) Amazolon Midantan 1-ADAMANTANAMINE HYDROCHLORIDE, 99+% 1-Adamantaneammonium chloride for synthesis 1-Adamantanamin Hydrochlorid