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523690

Sigma-Aldrich

3-Amino-1-adamantanol

96%

Synonym(s):

(3-Hydroxyadamantan-1-yl)amine, 1-Amino-3-adamantanol, 1-Amino-3-hydroxyadamantane, 3-Amino-1-hydroxyadamantane, 3-Aminotricyclo[3.3.1.13,7]decan-1-ol

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About This Item

Empirical Formula (Hill Notation):
C10H17NO
CAS Number:
702-82-9
Molecular Weight:
167.25
MDL number:
MFCD01821204
UNSPSC Code:
12352100
PubChem Substance ID:
24874361
NACRES:
NA.22

assay

96%

form

solid

mp

265 °C (dec.) (lit.)

SMILES string

N[C@]12C[C@@H]3C[C@H](C1)C[C@@](O)(C3)C2

InChI

1S/C10H17NO/c11-9-2-7-1-8(3-9)5-10(12,4-7)6-9/h7-8,12H,1-6,11H2/t7-,8+,9+,10-

InChI key

DWPIPTNBOVJYAD-FIRGSJFUSA-N

Application

Employed in the synthesis of inhibitors with antihyperglycemic properties.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Further calculations on solubility of 3-amino-1-adamantanol in ethanol+ water binary solvent mixtures at various temperatures.
Jouyban A, et al.
Journal of Molecular Liquids, 219, 211-215 (2016)
NOVEL TRICYCLIC CYANOPYRROLIDINE DERIVATIVES AS DPP4 INHIBITORS: AN IMPROVED SYNTHESIS OF TRICYCLIC a-CYCNOPYRROLIDINE FROM CAMPHOR.
Arumugam K and Anitha M.
Rasayan Journal of Chemistry, 6(3), 230-237 (2013)
Edwin B Villhauer et al.
Journal of medicinal chemistry, 46(13), 2774-2789 (2003-06-13)
Dipeptidyl peptidase IV (DPP-IV) inhibition has the potential to become a valuable therapy for type 2 diabetes. The synthesis and structure-activity relationship of a new DPP-IV inhibitor class, N-substituted-glycyl-2-cyanopyrrolidines, are described as well as the path that led from clinical
Ramzia I El-Bagary et al.
International journal of biomedical science : IJBS, 7(3), 201-208 (2011-09-01)
Two reversed-phase liquid chromatographic (RP-LC) methods are described for the determination of two binary mixtures of hypoglycemic agents. In the first method, vildagliptin (VDG) was determined in the presence of 3-amino-1-adamantanol (AAD), a synthetic intermediate and impurity of VDG. In
Changwoo Kim et al.
Nanomaterials (Basel, Switzerland), 10(6) (2020-07-01)
Surface modified graphene oxide (GO) has received broad interest as a potential platform material for sensors, membranes, and sorbents, among other environmental applications. However, compared to parent (unmodified) GO, there is a dearth of information regarding the behavior of subsequently
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