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Merck
CN

C0735

8-(4-Chlorophenylthio)adenosine-3′,5′-cyclic Monophosphorothioate, Rp-isomer sodium salt

≥99% (HPLC), solid

Synonym(s):

Rp-8-CPT-cAMPS

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About This Item

Empirical Formula (Hill Notation):
C16H14ClN5O5PS2Na
CAS Number:
129735-01-9
Molecular Weight:
509.86
NACRES:
NA.77
PubChem Substance ID:
24892271
UNSPSC Code:
41106305
MDL number:
MFCD04113743

Key Documents

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Product Name

8-(4-Chlorophenylthio)adenosine-3′,5′-cyclic Monophosphorothioate, Rp-isomer sodium salt, ≥99% (HPLC), solid

InChI

1S/C16H15ClN5O5PS2.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(26-15)5-25-28(24,29)27-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,29)(H2,18,19,20);/q;+1/p-1/t9-,11-,12-,15-,28?;/m1./s1

SMILES string

[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([S-])(=O)O[C@H]4[C@H]3O)c(Sc5ccc(Cl)cc5)nc12

InChI key

AWXMSJRRXLCVMW-JVSRKQJHSA-M

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

solid

packaging

vial of 5 μmol

storage temp.

−20°C

Quality Level

200

Related Categories

Biochem/physiol Actions

Lipophilic analog of the competitive inhibitor of protein kinase A (cyclic AMP antagonist).

Features and Benefits

This compound is featured on the PKA & PKG page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLCD0297
SLCC1195
SLBL4232V
SLBH3825V
SLBG8076V

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M G Weisskopf et al.
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Chad M Estep et al.
PloS one, 11(12), e0169044-e0169044 (2016-12-31)
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EBioMedicine, 47, 114-127 (2019-09-10)
There are many reports of the anti-tumour effects of exogenous adenosine in gastrointestinal tumours. Gemcitabine, a first line agent for patients with poor performance status, and adenosine have structural similarities. For these reasons, it is worth exploring the therapeutic efficacy

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