3-aminoadamantan-1-ol
3-Amino-1-adamantanol
CAS: 702-82-9
Molecular Formula: C10H17NO
3-aminoadamantan-1-ol - Names and Identifiers
| Name | 3-Amino-1-adamantanol |
| Synonyms | AKOS BB-9784 CHEMBRDG-BB 4003530 3-AMINO-1-ADAMANTANOL 3-aminoadamantan-1-ol 3-Amino-1-adamantanol 3-AMINOADAMANTAN-1-OL 1-AMINO-3-ADAMANTANOL 3-Hydroxy-1-aminoadamantane 3-Amino-1-hydroxyadamantane 3-Amino-1-Hydroxyadamantane 1-amino-3-Hydroxyadamantane 1-AMINO-3-HYDROXYADAMANTANE 3-aminotricyclo[3.3.1.1~3,7~]decan-1-ol Tricyclo[3.3.1.13,7]decan-1-ol, 3-amino- |
| CAS | 702-82-9 |
| EINECS | 615-098-6 |
| InChI | InChI=1/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 |
3-aminoadamantan-1-ol - Physico-chemical Properties
| Molecular Formula | C10H17NO |
| Molar Mass | 167.25 |
| Density | 1.252±0.06 g/cm3(Predicted) |
| Melting Point | 265°C (dec.)(lit.) |
| Boling Point | 266.8±23.0 °C(Predicted) |
| Flash Point | 230°F |
| Water Solubility | Soluble in organic solvents,insoluble in water. |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 0.00115mmHg at 25°C |
| Appearance | Crystalline powder |
| Color | White to yellow |
| pKa | 15.07±0.40(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Refractive Index | 1.624 |
| MDL | MFCD01821204 |
| Use | For the manufacture of synthetic adamantane derivatives of drugs, can treat type 2 diabetes. |
3-aminoadamantan-1-ol - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 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 |
| HS Code | 29221990 |
| Hazard Class | IRRITANT |
3-aminoadamantan-1-ol - Reference Information
| Introduction | 3-amino-1-adamantanol is an important, A 3-disubstituted adamantane drug intermediate, such as is used to synthesize oral anti-type 2 diabetes drug LAF237(US20080167479A1). |
| Use | 3-amino-1-adamantanol reagents for the preparation of vildagliptin. It is used in the manufacture of synthetic adamantane derivatives for the treatment of type 2 diabetes. |
| Application | 3-amino-1-adamantanol is an intermediate in organic synthesis and a pharmaceutical intermediate, can be used in laboratory organic synthesis process and chemical medicine research and development process, mainly for the synthesis of adamantane derivatives, can treat type 2 diabetes. |
| preparation | a method for the synthesis of 3-amino-1-adamantyl alcohol, the preparation method comprises the following steps:(1) slowly adding adamantane formic acid to liquid bromine, and under the action of a water-free aluminum trichloride catalyst, stirring and refluxing for 48-60 hours at a temperature of 20-10 °c, then the reaction was carried out for 5 hours under the temperature condition of 20 ℃-30 ℃ to synthesize 3-bromo-1-adamantane carboxylic acid;(2) the synthesized 3-bromo-1-adamantane carboxylic acid and triethylamine, synthesis of 3-bromo-1-tert-butoxycarbonylamidated adamantane from diphenyl azide and tert-butyl alcohol in organic solvent at 80 ℃-110 ℃ for 12-16 hours;(3) 3-bromo-1-tert-butoxycarbonylamidated adamantane is refluxed in an excess molar concentration of 10% hydrobromic acid for 24-48 hours, synthesis of bromate type 3-amino -1-adamantyl alcohol;(4) the synthesis of bromate type 3-amino -1-adamantyl alcohol in equimolar sodium hydroxide solution, while stirring, the mixture was heated to 30 ° C., and the solid was precipitated by cooling, Suction filtration, and vacuum drying to obtain 3-amino-1-adamantanol. |
Last Update：2024-04-09 21:11:58
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