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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.)

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

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)

Not applicable

Flash Point(C)

Not applicable

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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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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