| Identification | More | [Name]
3-Amino-1-hydroxyadamantane | [CAS]
702-82-9 | [Synonyms]
1-AMINO-3-ADAMANTANOL
1-AMINO-3-HYDROXYADAMANTANE
3-AMINO-1-ADAMANTANOL
3-Amino-1-hydroxyadamantane
3-AMINOADAMANTAN-1-OL
AKOS BB-9784
CHEMBRDG-BB 4003530
TRICYCLO[3.3.1.13,7]DECAN-1-OL, 3-AMINO-
3-Hydroxy-1-aminoadamantane
4-aminoadamantan-1-ol
(5r,7s)-3-aminoadamantan-1-ol
3-Amino-1-adamantanol Hydrate | [EINECS(EC#)]
615-098-6 | [Molecular Formula]
C10H17NO | [MDL Number]
MFCD01821204 | [Molecular Weight]
167.25 | [MOL File]
702-82-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
265 °C (dec.)(lit.)
| [Boiling point ]
266.8±23.0 °C(Predicted) | [density ]
1.252±0.06 g/cm3(Predicted) | [Fp ]
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 Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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
| [Hazard Note ]
Irritant | [REACH Registrations]
Active | [HazardClass ]
IRRITANT | [HS Code ]
29221990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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]
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%. | [References]
[1] Pharmaceutical Chemistry Journal, 1990, vol. 24, # 1, p. 35 - 39
[2] Khimiko-Farmatsevticheskii Zhurnal, 1990, vol. 24, # 1, p. 29 - 31
[3] Tetrahedron Letters, 2017, vol. 58, # 15, p. 1456 - 1458
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 3, p. 947 - 964
[5] European Journal of Medicinal Chemistry, 2015, vol. 92, p. 554 - 564 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|