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8-Chloro-cAMP

8-Chloro-cAMP structure

8-Chloro-cAMP 

structure
  • CAS No:

    41941-56-4

  • Formula:

    C10H11ClN5O6P

  • Chemical Name:

    8-Chloro-cAMP

  • Synonyms:

    Adenosine,8-chloro-,cyclic 3′,5′-(hydrogen phosphate);4H-Furo[3,2-d]-1,3,2-dioxaphosphorin,adenosine deriv.;8-Chloroadenosine 3′,5′-cyclic phosphate;8-Chloro-cyclic AMP;8-Chloro-cAMP;NSC 614491;Tocladesine;8-Chloroadenosine 3′,5′-cyclic monophosphate;NSC 284751;Adenazole;133561-53-2;55601-41-7

  • Categories:

    Biochemical Engineering  >  Saccharides

Description

Tocladesine has been used in trials studying the treatment of Colorectal Cancer and Multiple Myeloma and Plasma Cell Neoplasm.|Tocladesine is an antimetabolite and a chlorine derivative of the intracellular secondary messenger, cyclic adenosine 3,5-monophosphate (cAMP), with potential antineoplastic activity. Tocladesine appears to be converted to 8-chloro-adenosine by phosphodiesterases and subsequently phosphorylated to 8-chloro-ATP, which functions as a purine analogue and competes with ATP in transcription. In addition, generation of 8-chloro-ATP depletes endogenous ATP pool that is essential for many biological reactions in intracellular energy transfer. As a result, this agent causes RNA synthesis inhibition, blocks cellular proliferation, and induces apoptosis.

8-Chloro-cAMP Basic Attributes

363.65

363.65

BQ94Z7E5OR

C2571

Characteristics

164.65000

0.41720

2.55 g/cm3

731.7ºC

396.3ºC

2.009

aqueous base: soluble

−20°C

Safety Information

NONH for all modes of transport

3

AU7357552

Drug Information

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Biologically active substances whose activities affect or play a role in the functioning of the immune system. (See all compounds classified as Immunologic Factors.)

8-chloro-cAMP

Computed Properties

Molecular Weight:363.65
XLogP3:-1.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:1
Exact Mass:363.0135478
Monoisotopic Mass:363.0135478
Topological Polar Surface Area:155
Heavy Atom Count:23
Complexity:532
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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