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478563

Sigma-Aldrich

2-Amino-6-chloro-9H-purine-9-acetic acid

97%

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About This Item

Empirical Formula (Hill Notation):
C7H6ClN5O2
CAS Number:
149376-70-5
Molecular Weight:
227.61
MDL number:
MFCD01321350
UNSPSC Code:
12352100
PubChem Substance ID:
24871523
NACRES:
NA.22

assay

97%

mp

>300 °C (lit.)

functional group

carboxylic acid
chloro

SMILES string

Nc1nc(Cl)c2ncn(CC(O)=O)c2n1

InChI

1S/C7H6ClN5O2/c8-5-4-6(12-7(9)11-5)13(2-10-4)1-3(14)15/h2H,1H2,(H,14,15)(H2,9,11,12)

Inchi Key

LRZBBTTUKFVUMZ-UHFFFAOYSA-N

General description

2-Amino-6-chloro-9H-purine-9-acetic acid is a purine derivative.

Application

2-Amino-6-chloro-9H-purine-9-acetic acid may be used as starting material in the synthesis of:
  • 6-decyloxy substituted purine intermediates
  • 6-decylthio substituted purine intermediates
  • 6-decyloxy or 6-decylthio-9-phenylalanine/serine or alanine-substituted purine derivatives
  • 2,6-diaminopurine monomer

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

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
08713KH
14622LR

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Damian Ackermann et al.
Nucleic acids research, 41(8), 4729-4739 (2013-02-28)
The structural reorganization of nanoscale DNA architectures is a fundamental aspect in dynamic DNA nanotechnology. Commonly, DNA nanoarchitectures are reorganized by means of toehold-expanded DNA sequences in a strand exchange process. Here we describe an unprecedented, toehold-free switching process that
Ashish K Pathak et al.
Bioorganic & medicinal chemistry, 21(7), 1685-1695 (2013-02-26)
6-Oxo and 6-thio analogs of purine were prepared based on the initial activity screening of a small, diverse purine library against Mycobacterium tuberculosis (Mtb). Certain 6-oxo and 6-thio-substituted purine analogs described herein showed moderate to good inhibitory activity. N(9)-substitution apparently

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