3-Amino-1-adamantanol Chemical Properties

Melting point:

265 °C (dec.)(lit.)

Boiling point:

266.8±23.0 °C(Predicted)

Density 

1.252±0.06 g/cm3(Predicted)

Flash point:

230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Crystalline Powder

pka

15.07±0.40(Predicted)

color 

White to yellow

Water Solubility 

Soluble in organic solvents,insoluble in water.

InChI

InChI=1S/C10H17NO/c11-9-2-7-1-8(3-9)5-10(12,4-7)6-9/h7-8,12H,1-6,11H2

InChIKey

DWPIPTNBOVJYAD-UHFFFAOYSA-N

SMILES

C12(O)CC3CC(CC(N)(C3)C1)C2

CAS DataBase Reference

702-82-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29221990

MSDS

• Language:English Provider:SigmaAldrich

3-Amino-1-adamantanol Usage And Synthesis

Description

3-Amino-1-adamantanol is an important adamantane drug intermediate mainly used in the synthesis of inhibitors with antihyperglycaemic properties for the preparation of Vildagliptin, a dipeptidyl peptidase 4 (DPP-4) inhibitor used in the treatment of type 2 diabetes.

Chemical Properties

White solid

Uses

It is employed in the synthesis of inhibitors with antihyperglycemic properties. vil- dagliptin is synthesised from 3-Amino-1-adamantanol.

Uses

3-Amino-1-hydroxyadamantane can be employed in the synthesis of inhibitors with antihyperglycemic properties.

Uses

As reagent, 3-Amino-1-hydroxyadamantane can be used in the preparation of Vildagliptin.

Synthesis

A preparation method of 3-amino-1-adamantanol comprises the following steps: (1) adding amantadine or a salt thereof to sulfuric acid at 10-30 DEG C and adding a mixed acid dropwise to perform a nitration reaction to obtain a reaction liquid; (2) adding the reaction liquid to water and mixing the reaction liquid with water to obtain a mixed solution; (3) performing a hydroxylation reaction under the effect of alkaline to obtain the 3-amino-1-adamantanol. The preparation method employs the raw material, is easy to obtain, is simple in operations, is environmentally protective, is low in cost, and is high in yield, which is generally higher than 80%, maximally 90.1%.

3-Amino-1-adamantanol(702-82-9)Related Product Information

• Adamantane
• Glycine
• ALTRENOGEST
• Betaine
• Altrenogest
• Amantadine
• PotassiuM sodiuM Dehydroandrographolide Succinate
• 1-Adamantanol
• 3-Amino-1-propanesulfonic acid
• 3-Amino-1,2-propanediol
• Dichloroacetyl chloride
• Vildagliptin Impurity 25
• Vildagliptin Impurity 6
• Vildagliptin IMpurity 2 (Mixture of DiastereoMers)
• N-acetic acid-1-aMino-3-adaMantanol
• Vildagliptin Impurity 19
• 1,3,5,7-tetrahydroxyadamantane
• 2-Pyrrolidinecarbonitrile,1-acetyl-,(2S)-(9CI)