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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nieves Fresno et al.
PloS one, 9(12), e113841-e113841 (2014-12-02)
Paracetamol also known as acetaminophen, is a widely used analgesic and antipyretic agent. We report the synthesis and biological evaluation of adamantyl analogues of paracetamol with important analgesic properties. The mechanism of nociception of compound 6a/b, an analog of paracetamol
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)
A Facile and Economical Method to Synthesize Vildagliptin.
Deng Y, et al.
Letters in Organic Chemistry, 11(10), 780-784 (2014)
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)
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
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