Product Name

  • Name

    Amantadine

  • EINECS 212-201-2
  • CAS No. 768-94-5
  • Article Data97
  • CAS DataBase
  • Density 1.067 g/cm3
  • Solubility Soluble in organic solvents,insoluble in water.
  • Melting Point 206-208 °C(lit.)
  • Formula C10H17N
  • Boiling Point 225.692 °C at 760 mmHg
  • Molecular Weight 151.252
  • Flash Point 95.974 °C
  • Transport Information
  • Appearance White to cream powder
  • Safety 26-36
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 768-94-5 (Amantadine)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 1-Adamantanamine(6CI,8CI);(Adamantan-1-yl)amine;1-Adamantamine;1-Adamantylamine;1-Amantadine;1-Aminoadamantane;Adamantamine;Adamantanamine;Adamantylamine;NSC 341865;Tricyclo[3.3.1.13,7]decane-1-amine;
  • PSA 26.02000
  • LogP 2.61420

Synthetic route

1-nitroadamantane
7575-82-8

1-nitroadamantane

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With sodium dithionite; potassium carbonate; 1,1′-dioctyl-4,4′-bipyridinium In water; acetonitrile at 35℃; for 24h;98%
With hydrazine hydrate; ammonia In ethanol Reagent/catalyst; Solvent;
(3r,5r,7r)-N-hydroxyadamantane-1-carboxamide
28309-44-6

(3r,5r,7r)-N-hydroxyadamantane-1-carboxamide

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 3h; Lossen Rearrangement;98%
Stage #1: adamantane-1-carboxylic acid hydroxyamide With acetic anhydride; potassium carbonate In dimethyl sulfoxide at 50℃; for 6h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃;		67%
Stage #1: adamantane-1-carboxylic acid hydroxyamide With potassium carbonate In dimethyl sulfoxide at 90℃; for 3h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; for 1h;
Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine
141903-89-1

Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine

A

1,1,1-trifluoroacetophenone
434-45-7

1,1,1-trifluoroacetophenone

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With water; boric acid In ethanol at 80℃; for 8h;A n/a
B 96%
Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine
141903-89-1

Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With boric acid In ethanol Heating;96%
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With ammonium bicarbonate at 135℃; for 6h; Concentration; Temperature; Autoclave;94.7%
Stage #1: 1-Adamantyl bromide With magnesium Inert atmosphere;
Stage #2: With 3,3’-di-tert-butyl oxaziridine In diethyl ether at 20℃; for 6h; Inert atmosphere;		55%
With urea
With urea at 170 - 190℃;
amantadine hydrochloride
665-66-7

amantadine hydrochloride

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With sodium chloride; sodium hydroxide In water94%
With sodium hydroxide In water
With sodium hydroxide In dichloromethane; water
N-(1-adamantyl)acetamide
880-52-4

N-(1-adamantyl)acetamide

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 100℃; for 5h; Microwave irradiation;93%
With ammonium bromide; ethylenediamine at 90℃; for 10h; Microwave irradiation; Inert atmosphere; neat (no solvent);92%
With sodium hydroxide In 1,2-dimethoxyethane at 135℃; for 12h; Solvent; Temperature; Time;90%
1-Azidoadamantane
24886-73-5

1-Azidoadamantane

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With 1,3-diadamantane-4,5-dihydroimidazole chloride; potassium tert-butylate; bis(pinacol)diborane; copper(l) chloride In toluene at 25℃; for 4h; Schlenk technique; Inert atmosphere;92%
With PEG3400-PPh3 conjugate In dichloromethane for 4.5h; Ambient temperature;91%
With hydrazine hydrate; palladium dihydroxide; pyrographite In methanol for 2h; Heating;88%
1-tosylaminoadamantane
56432-99-6

1-tosylaminoadamantane

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With propylamine; lithium In ethylenediamine at 20 - 42℃; for 2h; Reduction;91%
2,2,2-trichloroethyl ((3s,5s,7s)-adamantan-1-yl)carbamate
17341-91-2

2,2,2-trichloroethyl ((3s,5s,7s)-adamantan-1-yl)carbamate

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 6h; Heating;91%
ethylbenzene
100-41-4

ethylbenzene

[Cl2NN]Cu-NHAd
1215209-26-9

[Cl2NN]Cu-NHAd

A

N-(1-phenylethyl)-1-aminoadamantane
1034159-49-3

N-(1-phenylethyl)-1-aminoadamantane

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
In n-heptane at 20℃; for 24h; Inert atmosphere;A 87%
B n/a
...Expand
2-((3r,5r,7r)-adamantan-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1357000-33-9

2-((3r,5r,7r)-adamantan-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With O-Methylhydroxylamin; potassium tert-butylate In tetrahydrofuran; toluene at 80℃; for 16h; Inert atmosphere; Sealed tube;85%
(5-mesityl-1,9-(2,4,6-Ph3C6H2)dipyrrin)Fe(NAd)

(5-mesityl-1,9-(2,4,6-Ph3C6H2)dipyrrin)Fe(NAd)

A

1-Adamantanamine
768-94-5

1-Adamantanamine

B

2-[N-(1-adamantyl)]aminomethylbenzene
3717-60-0

2-[N-(1-adamantyl)]aminomethylbenzene

Conditions
ConditionsYield
With 2,4,6-tri-tert-butylphenoxol In (2)H8-toluene at 80℃; for 24h; Schlenk technique; Inert atmosphere;A 84%
B 14%
INDANE
496-11-7

INDANE

[Cl2NN]Cu-NHAd
1215209-26-9

[Cl2NN]Cu-NHAd

A

N-(2,3-dihydro-1H-inden-1-yl)-1-aminoadamantane
1034159-52-8

N-(2,3-dihydro-1H-inden-1-yl)-1-aminoadamantane

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
In n-heptane at 20℃; for 24h; Inert atmosphere;A 81%
B n/a
...Expand
octafluoronaphthalene
313-72-4

octafluoronaphthalene

N-(adamant-1-yl)-N'-trimethylsilyl sulfur diimide
476007-25-7

N-(adamant-1-yl)-N'-trimethylsilyl sulfur diimide

A

1-Adamantanamine
768-94-5

1-Adamantanamine

B

4,5,6,7,8,9-hexafluoronaphtho[1,2-c][1,2,5]thiadiazole

4,5,6,7,8,9-hexafluoronaphtho[1,2-c][1,2,5]thiadiazole

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 1.5h;A n/a
B 80%
...Expand
[Cl2NN]Cu-NHAd
1215209-26-9

[Cl2NN]Cu-NHAd

toluene
108-88-3

toluene

A

1-Adamantanamine
768-94-5

1-Adamantanamine

B

2-[N-(1-adamantyl)]aminomethylbenzene
3717-60-0

2-[N-(1-adamantyl)]aminomethylbenzene

C

N-(-adamantan-1-yl)-1-phenylmethanimine
57527-54-5, 3717-59-7

N-(-adamantan-1-yl)-1-phenylmethanimine

Conditions
ConditionsYield
In n-heptane at 60℃; for 24h; Inert atmosphere;A n/a
B 70%
C 15%
...Expand
1-adamantyl-diallylamine
3667-65-0

1-adamantyl-diallylamine

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With Wilkinson's catalyst In water; acetonitrile for 2h; Heating;65%
N-Chlor-N-aethyl-1-adamantanamin
34913-37-6

N-Chlor-N-aethyl-1-adamantanamin

A

1-chloroadamantane
935-56-8

1-chloroadamantane

B

1-Adamantanamine
768-94-5

1-Adamantanamine

C

1-N-ethylaminoadamantane
3717-44-0

1-N-ethylaminoadamantane

Conditions
ConditionsYield
In dichloromethane at 250 - 260℃; 15-30percent SE-30 on Chromosorb W;A 10%
B 10%
C 56%
In dichloromethane at 250 - 260℃; 15-30percent SE-30 on Chromosorb W;A 10%
B 10%
C 56%
...Expand
1-(Chloroamino)adamantane
24375-06-2

1-(Chloroamino)adamantane

A

1-chloroadamantane
935-56-8

1-chloroadamantane

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
In dichloromethane at 250 - 260℃; 15-30percent SE-30 on Chromosorb W;A 38%
B 52%
In dichloromethane; water at 250 - 260℃; 15-30percent SE-30 on Chromosorb W;A 38%
B 52%
diethyl ether
60-29-7

diethyl ether

[Cl2NN]Cu-NHAd
1215209-26-9

[Cl2NN]Cu-NHAd

A

N-(1-adamantyl)imidoethane
98969-45-0

N-(1-adamantyl)imidoethane

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
In n-heptane at 20℃; for 24h; Inert atmosphere;A 44%
B n/a
...Expand
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

diphenylphosphide ion
34676-89-6

diphenylphosphide ion

A

1-Adamantanamine
768-94-5

1-Adamantanamine

B

(1-adamantyl)diphenylphosphine
163311-93-1

(1-adamantyl)diphenylphosphine

Conditions
ConditionsYield
With amide In ammonia for 2h; Product distribution; Irradiation; other haloadamantanes, other nucleophiles;A 10%
B 40%
...Expand
methanol
67-56-1

methanol

1-Azidoadamantane
24886-73-5

1-Azidoadamantane

A

(1-adamantyl)dimethylamine
3717-40-6

(1-adamantyl)dimethylamine

B

1-Adamantanamine
768-94-5

1-Adamantanamine

C

(1-adamantyl)(methyl)amine hydrochloride
3717-39-3

(1-adamantyl)(methyl)amine hydrochloride

Conditions
ConditionsYield
Stage #1: methanol; 1-Azidoadamantane With trans-RuCl(phenpyra-Me)(PPh3)2PF6; sodium hydroxide at 125℃; for 5h; Sealed tube; Inert atmosphere; Glovebox;
Stage #2: With hydrogenchloride		A 26 %Chromat.
B 10 %Chromat.
C 35%
...Expand
1-(Bromoamino)adamantane
5511-20-6

1-(Bromoamino)adamantane

A

1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
In dichloromethane at 250 - 260℃; 15-30percent SE-30 on Chromosorb W;A 30%
B n/a
N-Chlor-N-aethyl-1-adamantanamin
34913-37-6

N-Chlor-N-aethyl-1-adamantanamin

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
In dichloromethane at 250 - 260℃; 15-30percent SE-30 on Chromosorb W;10%
1-Azidoadamantane
24886-73-5

1-Azidoadamantane

A

1-adamanthanol
768-95-6

1-adamanthanol

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With bromobenzene; magnesium Yield given. Multistep reaction;
adamantane-1-carboxamide
5511-18-2

adamantane-1-carboxamide

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile Ambient temperature;
1-nitroadamantane
7575-82-8

1-nitroadamantane

A

1-Adamantanamine
768-94-5

1-Adamantanamine

B

N-adamantylhydroxylamine
31463-23-7

N-adamantylhydroxylamine

Conditions
ConditionsYield
With sodium dithionite; potassium carbonate; 1,1′-dioctyl-4,4′-bipyridinium In water; acetonitrile at 35℃; for 2h; Yield given. Yields of byproduct given;
ethanol
64-17-5

ethanol

O-ethyl N-1-adamantylphosphoramidic acid
155051-57-3

O-ethyl N-1-adamantylphosphoramidic acid

A

Diethyl phosphate
598-02-7

Diethyl phosphate

B

1-Adamantanamine
768-94-5

1-Adamantanamine

Conditions
ConditionsYield
Heating; various solvents; thermal fragmentation of O-ethyl N-substituted phosphoramidothioates; possible mechanism;
...Expand
N-(1-adamantyl)phenylphosphonamidic acid
182175-26-4

N-(1-adamantyl)phenylphosphonamidic acid

A

1-Adamantanamine
768-94-5

1-Adamantanamine

B

phenyl dioxophosphorane
55861-16-0

phenyl dioxophosphorane

C

C22H27NO4P2*C10H17N

C22H27NO4P2*C10H17N

Conditions
ConditionsYield
In toluene at 64.5℃; for 0.133333h; Rate constant; Mechanism; thermal fragmentation, other reagents, other solvents;
...Expand
carbon disulfide
75-15-0

carbon disulfide

1-Adamantanamine
768-94-5

1-Adamantanamine

1-adamantylisothiocyanate
4411-26-1

1-adamantylisothiocyanate

Conditions
ConditionsYield
With dmap; di-tert-butyl dicarbonate; triethylamine100%
With S,S'-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate; triethylamine In acetonitrile for 0.333333h;95%
Stage #1: carbon disulfide; 1-Adamantanamine With triethylamine In ethanol at 0℃; for 1.5h;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 1h;		90%
Stage #1: carbon disulfide; 1-Adamantanamine With triethylamine In ethanol at 20℃;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 0.25h; Further stages.;		82%
With potassium hydroxide
1-Adamantanamine
768-94-5

1-Adamantanamine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

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

N-(1-adamantyl)formamide

Conditions
ConditionsYield
for 12h; Formylation; Heating;100%
In dimethyl sulfoxide at 100℃; for 24h;
for 12h; Heating;
at 200 - 250℃; for 16h; Autoclave;
In chloroform for 48h; Reflux;
1-Adamantanamine
768-94-5

1-Adamantanamine

benzaldehyde
100-52-7

benzaldehyde

2-[N-(1-adamantyl)]aminomethylbenzene
3717-60-0

2-[N-(1-adamantyl)]aminomethylbenzene

Conditions
ConditionsYield
With acetic acid In methanol at 20℃; for 48h;100%
With triphenylborane; Dimethylphenylsilane In water; acetonitrile at 100℃; for 25h;90%
With sodium cyanoborohydride In methanol at 20℃; Inert atmosphere;71%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane for 24h;
1-Adamantanamine
768-94-5

1-Adamantanamine

Fmoc-Tyr(tBu)-OH
71989-38-3

Fmoc-Tyr(tBu)-OH

(2S)-N-Adamantyl-3-[(4-tert-butoxy)phenyl]-2-(9-fluorenylmethoxycarbonylamino)propanamide
194673-21-7

(2S)-N-Adamantyl-3-[(4-tert-butoxy)phenyl]-2-(9-fluorenylmethoxycarbonylamino)propanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 12h; Ambient temperature;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

N-((3s,5s,7s)-adamantan-1-yl)-3-phenylpropanamide

N-((3s,5s,7s)-adamantan-1-yl)-3-phenylpropanamide

Conditions
ConditionsYield
Stage #1: 3-Phenylpropionic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate at 20℃; for 0.166667h;
Stage #2: 1-Adamantanamine at 20℃; for 1h;		100%
With dmap; 2-methyl-6-nitrobenzoic anhydride In dichloromethane at 20℃;96%
Stage #1: 3-Phenylpropionic acid With 1,1'-carbonyldioxydi[2(1H)-pyridone] In dichloromethane at 20℃; for 1h;
Stage #2: 1-Adamantanamine In dichloromethane at 20℃;		90%
diethyl [(diethylamino)ethynyl]phosphonate
5074-75-9

diethyl [(diethylamino)ethynyl]phosphonate

1-Adamantanamine
768-94-5

1-Adamantanamine

diethyl [2-(1-adamantylamino)-2-(diethylamino)vinyl]phosphonate

diethyl [2-(1-adamantylamino)-2-(diethylamino)vinyl]phosphonate

Conditions
ConditionsYield
In toluene at 60℃;100%
2,4-dichloro-7-methylthieno[3,2-d]pyrimidine
35265-83-9

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine

1-Adamantanamine
768-94-5

1-Adamantanamine

4-(1-adamantylamino)-2-chloro-7-methylthieno[3,2-d]pyrimidine

4-(1-adamantylamino)-2-chloro-7-methylthieno[3,2-d]pyrimidine

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 0 - 20℃; for 2h;100%
[3-((2R)-2-{[(1R)-1-phenyl-ethyl]-amino}-propyl)-phenyl]-acetic acid
865589-88-4

[3-((2R)-2-{[(1R)-1-phenyl-ethyl]-amino}-propyl)-phenyl]-acetic acid

1-Adamantanamine
768-94-5

1-Adamantanamine

N-adamantan-1-yl-2-{3-[(R)-2-((R)-1-phenyl-ethylamino)-propyl]-phenyl}-acetamide
865589-89-5

N-adamantan-1-yl-2-{3-[(R)-2-((R)-1-phenyl-ethylamino)-propyl]-phenyl}-acetamide

Conditions
ConditionsYield
With 2-chloro-1,3-dimethyl-2-imidazolinium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 2h;100%
With DIP In tetrahydrofuran82%
Stage #1: [3-((2R)-2-{[(1R)-1-phenyl-ethyl]-amino}-propyl)-phenyl]-acetic acid; 1-Adamantanamine In dichloromethane at 20℃; for 0.25h;
Stage #2: With CIP In dichloromethane for 2h;
1-Adamantanamine
768-94-5

1-Adamantanamine

N-(tert-butoxycarbonyl)-D-proline
37784-17-1

N-(tert-butoxycarbonyl)-D-proline

tert-butyl (2R)-2-[(adamantan-1-yl)carbamoyl]pyrrolidine-1-carboxylate

tert-butyl (2R)-2-[(adamantan-1-yl)carbamoyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With 4-methyl-morpholine; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;100%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In ethyl acetate at 20℃; for 72h;96%
2,4-dichloro-7-methylthieno[3,2-d]pyrimidine
35265-83-9

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine

1-Adamantanamine
768-94-5

1-Adamantanamine

4-(1-Adamantylamino)-2-chloro-7-methylthieno[3,2-d] pyrimidine
221043-49-8

4-(1-Adamantylamino)-2-chloro-7-methylthieno[3,2-d] pyrimidine

Conditions
ConditionsYield
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl-formamide100%
1-Adamantanamine
768-94-5

1-Adamantanamine

amantadine hydrochloride
665-66-7

amantadine hydrochloride

Conditions
ConditionsYield
With hydroxylamine hydrochloride In ethanol for 2h; Reflux;100%
With hydrogenchloride In dichloromethane; water at 50℃; for 3h; Solvent; Temperature; Time;96%
With hydrogenchloride In water; toluene at 0 - 20℃; for 1h; Product distribution / selectivity;
With hydrogenchloride In diethyl ether
ethyl 6-bromo-1,2-dihydro-4-hydroxy-2-oxo-1-pentylquinoline-3-carboxylate
1314230-91-5

ethyl 6-bromo-1,2-dihydro-4-hydroxy-2-oxo-1-pentylquinoline-3-carboxylate

1-Adamantanamine
768-94-5

1-Adamantanamine

N-(adamantan-1-yl)-6-bromo-1,2-dihydro-4-hydroxy-2-oxo-1-pentylquinoline-3-carboxamide
1314230-78-8

N-(adamantan-1-yl)-6-bromo-1,2-dihydro-4-hydroxy-2-oxo-1-pentylquinoline-3-carboxamide

Conditions
ConditionsYield
In toluene for 1h; Inert atmosphere; Reflux;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

(5-bromo-1H-indol-3-yl)-acetic acid
40432-84-6

(5-bromo-1H-indol-3-yl)-acetic acid

2-(5-bromo-1H-indol-3-yl)-N-(adamantan-1-yl)acetamide
1378020-88-2

2-(5-bromo-1H-indol-3-yl)-N-(adamantan-1-yl)acetamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

C19H22O7

C19H22O7

C29H37NO6

C29H37NO6

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

trimethylaluminum
75-24-1

trimethylaluminum

AlMe3(1-adamantylamine)

AlMe3(1-adamantylamine)

Conditions
ConditionsYield
In toluene at 20℃; for 1h;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

(2,3,4,5-tetramethyl-1-(8-quinolyl)cyclopentadienyl)Y(AlMe4)2

(2,3,4,5-tetramethyl-1-(8-quinolyl)cyclopentadienyl)Y(AlMe4)2

(2,3,4,5-tetramethyl-1-(8-quinolyl)cyclopentadienyl)YMe[NH(adamantyl)](AlMe3)

(2,3,4,5-tetramethyl-1-(8-quinolyl)cyclopentadienyl)YMe[NH(adamantyl)](AlMe3)

Conditions
ConditionsYield
In toluene at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

ethyl 1-pentyl-1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxylate
148237-79-0

ethyl 1-pentyl-1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxylate

C25H32N2O3

C25H32N2O3

Conditions
ConditionsYield
In toluene Reflux;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

MECLOFENAMIC ACID
644-62-2

MECLOFENAMIC ACID

C10H17N*C14H11Cl2NO2

C10H17N*C14H11Cl2NO2

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

tolfenamic Acid
13710-19-5

tolfenamic Acid

C10H17N*C14H12ClNO2

C10H17N*C14H12ClNO2

Conditions
ConditionsYield
In methanol at 20℃;100%
flufenamic acid
530-78-9

flufenamic acid

1-Adamantanamine
768-94-5

1-Adamantanamine

C10H17N*C14H10F3NO2

C10H17N*C14H10F3NO2

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
53-86-1

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

C19H16ClNO4*C10H17N

C19H16ClNO4*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

mefenamic Acid
61-68-7

mefenamic Acid

C10H17N*C15H15NO2

C10H17N*C15H15NO2

Conditions
ConditionsYield
In methanol at 20℃;100%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

1-Adamantanamine
768-94-5

1-Adamantanamine

C10H17N*C14H11Cl2NO2

C10H17N*C14H11Cl2NO2

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

C24H23ClN2O6

C24H23ClN2O6

C24H23ClN2O6*C10H17N

C24H23ClN2O6*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

Indo-Leu
87270-41-5

Indo-Leu

C25H27ClN2O5*C10H17N

C25H27ClN2O5*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

C24H25ClN2O5

C24H25ClN2O5

C24H25ClN2O5*C10H17N

C24H25ClN2O5*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl)-L-alanine

(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl)-L-alanine

C22H21ClN2O5*C10H17N

C22H21ClN2O5*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

C23H23ClN2O6

C23H23ClN2O6

C23H23ClN2O6*C10H17N

C23H23ClN2O6*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl)-L-phenylalanine
140225-92-9

(2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl)-L-phenylalanine

C28H25ClN2O5*C10H17N

C28H25ClN2O5*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%
1-Adamantanamine
768-94-5

1-Adamantanamine

C17H17ClN2O3

C17H17ClN2O3

C17H17ClN2O3*C10H17N

C17H17ClN2O3*C10H17N

Conditions
ConditionsYield
In methanol at 20℃;100%

Amantadine Chemical Properties


IUPAC Name: Adamantan-1-amine 
Molecular Formula: C10H17N
Formula Weight: 151.25
Melting point: 206-208 °C (lit.)
Index of Refraction: 1.557 
Flash Point: 96 °C 
Boiling Point: 225.7 °C  at 760 mmHg
Density: 1.066 g/cm3 
Index of Refraction: 1.557 
Molar Refractivity: 45.67 cm3 
Molar Volume: 141.7 cm3
Surface Tension:  46.7 dyne/cm 
Enthalpy of Vaporization: 46.22 kJ/mol 
Vapour Pressure: 0.0852 mmHg at 25°C
Appearance: Off-white to pale-yellow powder
XLogP3-AA: 2.4
H-Bond Donor: 1
H-Bond Acceptor: 1
Canonical SMILES: C1C2CC3CC1CC(C2)(C3)N
InChI: InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2  
InChIKey: DKNWSYNQZKUICI-UHFFFAOYSA-N
Product Categories of Amantadine (CAS NO.768-94-5): Adamantane derivatives

Amantadine Toxicity Data With Reference

1.    

dnd-esc 10 µmol/L

     MUREAV    Mutation Research. 89 (1981),95.
2.    

orl-mus LD50:900 mg/kg

     DRFUD4    Drugs of the Future. 5 (1980),557.
3.    

ipr-mus LD50:245 mg/kg

     DRFUD4    Drugs of the Future. 5 (1980),557.

Amantadine Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Amantadine Safety Profile

Hazard Codes : XnHarmful,XiIrritant
Risk Statements : 22-36/37/38 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements : 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany : 3
RTECS of Amantadine (CAS NO.768-94-5): YD1925000
Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Used as an antiviral agent.

Amantadine Specification

 Amantadine , its CAS NO. is 768-94-5, the synonyms are 1-Adamantanamine ; 1-Adamantylamine ; 1-Aminoadamantane ; 1-Aminotricyclo(3.3.1.1(sup 3,7))decane ; Adamantanamine ; Adamantylamine ; Amantadinum ; Aminoadamantane ; Tricyclo(3.3.1.1(3,7))-decan-1-amine ; Tricyclo(3.3.1.1(sup 3.7))decan-1-amine .

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