CAS No.665-66-7,1-Adamantanamine hydrochloride Suppliers

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Basic Information

Molecular Structure:
CAS No.:	665-66-7
Name:	1-Adamantanamine hydrochloride
Article Data:	22

Formula:	C₁₀H₁₈ClN
Molecular Weight:	187.713
Synonyms:	1-Adamantanamine HCl;1-Adamantanamine,hydrochloride (8CI);Adamantanamine hydrochloride (6CI);Tricyclo[3.3.1.13,7]decan-1-amine, hydrochloride (9CI);1-Adamantaminehydrochloride;Adamantylamine hydrochloride;Adamin;Adamine;Amazolon;Aminoadamantane hydrochloride;EXP 105-1;Mantadan;Mantadine;Midantane;Symmetrel;Virasol;Virofral;Tricyclo[3.3.1.13,7]decan-1-amine,hydrochloride (1:1);
EINECS:	211-560-2
Density:	1.067g/cm3
Melting Point:	>300 °C(lit.)
Boiling Point:	1-Adamantanamine hydrochloride
Flash Point:	96 °C
Solubility:	Soluble in water
Appearance:	Crystalline solid
Hazard Symbols:	Xi
Risk Codes:	22-40-20/21/22
Safety:	22-36/37-36
PSA:	26.02000
LogP:	3.41620

Synthetic route

: 768-94-5
1-Adamantanamine

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In ethanol for 2h; Reflux;	100%
With hydrogenchloride In water; toluene at 0 - 20℃; for 1h; Product distribution / selectivity;
With hydrogenchloride In diethyl ether

: 24886-73-5
1-Azidoadamantane

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
With propan-1-ol; 2,2'-azobis(isobutyronitrile); phenylsilane; bis(tri-n-butyltin)oxide In benzene Reduction; Heating;	99%

: 17341-91-2
2,2,2-trichloroethyl (adamantan-1-yl)carbamate

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
Stage #1: 2,2,2-trichloroethyl 1-adamantylcarbamate With acetic acid; zinc Stage #2: With acetyl chloride In methanol Heating;	99%

: 880-52-4
N-(1-adamantyl)acetamide

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
Stage #1: N-(1-adamantyl)acetamide With sodium heptadecanoic acid; β‐cyclodextrin; sodium hydroxide In ethanol; water for 20h; Reflux; Stage #2: With hydrogenchloride In water at 70℃;	96.5%
Stage #1: N-(1-adamantyl)acetamide With propylene glycol; potassium hydroxide In water at 125 - 130℃; for 8h; Green chemistry; Stage #2: With hydrogenchloride In dichloromethane; water at 55 - 60℃; for 1h; Temperature; Time; Green chemistry;	82%
Stage #1: N-(1-adamantyl)acetamide With methanol; water; sodium hydroxide at 145℃; for 8h; Autoclave; Stage #2: With hydrogenchloride In dichloromethane; water at 50℃; for 0.5h; Autoclave;	82.2%

: 3405-48-9
N-(1-adamantyl)formamide

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 85 - 90℃; for 1h;	93%

: 7575-82-8
1-nitroadamantane

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-nitroadamantane With iron(III) chloride hexahydrate; hydrazine hydrate In diethyl ether; ethanol at 40℃; Inert atmosphere; Stage #2: With hydrogenchloride In water at 70℃; for 0.5h;	89.5%
Stage #1: 1-nitroadamantane With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique; Stage #2: With hydrogenchloride In tetrahydrofuran; water; ethyl acetate at 20℃;	83%

: 57680-77-0
adamantylmagnesium bromide

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
Stage #1: adamantylmagnesium bromide With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(I) cyanide*lithium chloride; 4,4'-bis(4-trifluoromethyl)benzophenone O-methylsulfonyloxime In tetrahydrofuran at 0℃; for 1h; Substitution; Stage #2: With hydrogenchloride In water; acetone at 25℃; for 0.5h; Hydrolysis;	82%
Multi-step reaction with 2 steps 1: chlorobenzene; diethyl ether / 0.5 h / 0 °C 2: 334 mg / aq. HCl / ethanol / 10 h / Heating View Scheme
Multi-step reaction with 2 steps 1: CuCN*2LiCl / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C 2: aq. HCl View Scheme

: 768-90-1
1-Adamantyl bromide

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-Adamantyl bromide With urea at 180 - 240℃; Stage #2: With hydrogenchloride In water Temperature;	49.7%

: 24375-06-2
1-(Chloroamino)adamantane

A: 24375-05-1
N,N-dichloro-adamantan-1-amine

B: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
silica gel In methanol; dichloromethane disproportionation; Yields of byproduct given;

: Adamantan-1-yl-[bis-(4-trifluoromethyl-phenyl)-methylene]-amine

: 665-66-7
amantadine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride Yield given;

Raw Materials

24886-73-5

768-94-5

880-52-4

Downstream Products

702-82-9

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Chemistry

Molecular Structure:
Molecular Formula: C₁₀H₁₈ClN
Molecular Weight: 187.71g/mol
CAS NO: 665-66-7
Mol File: 665-66-7.mol
EINECS: 211-560-2
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 3.24 Å²
Melting Point: >300 °C(lit.)
Boiling point: 225.7 °C at 760 mmHg
Flash Point: 96 °C
Water Solubility: 50 mg/mL
Sensitive: Hygroscopic
Enthalpy of Vaporization: 46.22 kJ/mol
Vapour Pressure: 0.0852 mmHg at 25°C
Appearance: Crystalline Solid
IUPAC Name: Adamantan-1-amine hydrochloride
InChI : InChI=1/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H
Smiles: Cl.C1C2CC3CC1CC(C3)(C2)N
Product Categories of Amantadine hydrochloride (CAS NO.665-66-7): Adamantane derivatives; chiral; Adamantanes; Intermediates & Fine Chemicals; Pharmaceuticals; API's; Dopamine receptor

Uses

Amantadine hydrochloride (CAS NO.665-66-7) is used as NMDA-receptor antagonist.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	37mg/kg (37mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Toxicology and Applied Pharmacology. Vol. 15, Pg. 642, 1969.
guinea pig	LD50	oral	360mg/kg (360mg/kg)	BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Toxicology and Applied Pharmacology. Vol. 15, Pg. 642, 1969.
man	LDLo	oral	28571ug/kg (28.571mg/kg)	BEHAVIORAL: TOXIC PSYCHOSIS LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA BLOOD: HEMORRHAGE	American Journal of Psychiatry. Vol. 145, Pg. 267, 1988.
man	LDLo	oral	286mg/kg (286mg/kg)	BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: EXCITEMENT BEHAVIORAL: TOXIC PSYCHOSIS	American Journal of Psychiatry. Vol. 145, Pg. 267, 1988.
man	TDLo	oral	13mg/kg/5D-I (13mg/kg)	BEHAVIORAL: EUPHORIA BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"	American Journal of Psychiatry. Vol. 143, Pg. 1170, 1985.
man	TDLo	oral	24mg/kg/1D-I (24mg/kg)	BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: EXCITEMENT	Annals of Emergency Medicine. Vol. 19, Pg. 668, 1990.
mouse	LD50	intraperitoneal	198mg/kg (198mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 164, 1988.
mouse	LD50	intravenous	95mg/kg (95mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 164, 1988.
mouse	LD50	oral	700mg/kg (700mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Toxicology and Applied Pharmacology. Vol. 15, Pg. 642, 1969.
mouse	LD50	subcutaneous	290mg/kg (290mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 164, 1988.
rat	LD50	intraperitoneal	150mg/kg (150mg/kg)	BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Toxicology and Applied Pharmacology. Vol. 15, Pg. 642, 1969.
rat	LD50	intravenous	90mg/kg (90mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 164, 1988.
rat	LD50	oral	800mg/kg (800mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 164, 1988.
rat	LD50	subcutaneous	500mg/kg (500mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 13, Pg. 1269, 1971.
women	LDLo	oral	50mg/kg (50mg/kg)	BEHAVIORAL: COMA CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP CARDIAC: PULSE RATE	American Journal of Medicine. Vol. 77, Pg. 388, 1984.

Safety Profile

Safety Information of Amantadine hydrochloride (CAS NO.665-66-7):
Hazard Codes: Xn Harmful
Risk Statements: 22-40-20/21/22
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
40: Limited evidence of a carcinogenic effect
Safety Statements: 22-36/37-36
22: Do not breathe dust
36: Wear suitable protective clothing
37: Wear suitable gloves

Specification

The chemical synonyms of Amantadine hydrochloride (CAS NO.665-66-7): 1-Adamantanamine hydrochloride ; AI3-52211 ; Adamantanamine hydrochloride ; Adamantine hydrochloride ; Amantadine HCl ; Amantan ; Amazolon ; Aminoadamantane hydrochloride ; EXP 105-1 ; GP 38026 ; Influenol ; Mydantane ; NSC 83653 ; Symmetrel ; Trivaline ; UNII-M6Q1EO9TD0 ; Tricyclo(3.3.1.1(sup 3,7))decan-1-amine, hydrochloride (9CI) ; Tricyclo(3.3.1.13,7)decan-1-amine, hydrochloride .

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