CAS 702-82-9 3-Amino-1-adamantanol (HCID 658645)

Substructure search Find similar structures

Basic information

CAS: 702-82-9
Standard SMILES: NC12CC3CC(C1)CC(O)(C3)C2
InChIKey: DWPIPTNBOVJYAD-UHFFFAOYSA-N
Molecular formula: C10H17NO
Average molar mass: 167.25 g/mol
Monoisotopic mass: 167.13101417

Names & identifiers

Preferred name: 3-Amino-1-adamantanol
IUPAC: 3-aminoadamantan-1-ol
English name: 3-Amino-1-adamantanol
Molecular formula: C10H17NO
Molecular weight: 167.25

Names & synonyms

702-82-93-Amino-1-adamantanolDTXSID00349729RefChem:496782DTXCID003007993-aminoadamantan-1-ol3-amino-1-hydroxyadamantane1-amino-3-adamantanol3-amino-adamantanol1-Amino-3-hydroxyadamantaneMFCD01821204(5r,7s)-3-aminoadamantan-1-ol

Show more names

4-aminoadamantan-1-ol3-Amino-1-admantanol3-Amino-1-AdamantanamineC1oH17NOAKOS BB-9784

1-aminoadamantane-3-ol3-hydroxyadamantane amineTricyclo[3.3.1.13,7]decan-1-ol, 3-amino-3-hydroxy-1-aminoadamantaneOprea1_650197AKOS0002838193-AMino-1-adaMantanol HydratePB47584

Database identifiers

CAS: 702-82-9
PubChem CID: 658645
DTXSID: DTXSID00349729
ChEMBL: CHEMBL1624488
UNII: T4RV3CEQ35
EC Number: 615-098-6

Properties

Computed structural properties

XLogP: 0.5
Topological polar surface area: 46.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 212

Physicochemical properties

Melting point: 265 °C · 265 °C (dec.)(lit.)
Boiling point: 266.8 · 266.8±23.0 °C(Predicted)
Density: 1.252 · 1.252±0.06 g/cm3(Predicted)
Flash point: 230 °F · 230 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Crystalline Powder
pka: 15.07 · 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 · 702-82-9(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (10%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (98%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationStatus: Active Update: 16-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25184

Hazard Classes and CategoriesAcute Tox. 4 (10%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (98%)

Regulatory information

Regulatory InformationStatus: Active Update: 16-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25184

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3

Chemistry & industry

Applications · 4 items

Description3-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.

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

Uses3-Amino-1-hydroxyadamantane can be employed in the synthesis of inhibitors with antihyperglycemic properties.

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