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766755

Sigma-Aldrich

2,6-Diaminopurine-9-arabinoside

97%

Synonym(s):

2,6-Diamino-9-(β-D-arabinofuranosyl)purine

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About This Item

Empirical Formula (Hill Notation):
C10H14N6O4
CAS Number:
Molecular Weight:
282.26
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

optical activity

[α]22/D +28.5°, c = 0.5% in hydrochloric acid

mp

286-290 °C

storage temp.

2-8°C

SMILES string

Nc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3O)c2n1

InChI

1S/C10H14N6O4/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H4,11,12,14,15)/t3-,5-,6+,9-/m1/s1

InChI key

ZDTFMPXQUSBYRL-FJFJXFQQSA-N

Application

Versatile nucleoside intermediate.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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[Antiviral effects of 9-beta-D-arabinofuranosyl-2,6-diaminopurine against experimental herpetic keratitis].
S Yamane
Nippon Ganka Gakkai zasshi, 88(3), 586-594 (1984-03-01)
[Comparative studies of anti-herpes simplex virus compounds in vitro].
S Inoue et al.
Nippon Ganka Gakkai zasshi, 86(11), 2113-2121 (1982-01-01)
S Bajaj et al.
Blood, 62(1), 75-80 (1983-07-01)
We compared the effect of adenosine and adenosine analogues on the phytohemagglutinin-induced proliferative response of blood lymphocytes from normal subjects and patients with chronic lymphocytic leukemia. As measured by the inhibition of thymidine or leucine incorporation, adenosine was more toxic

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