ChemicalBook--->CAS DataBase List--->38819-10-2

38819-10-2

38819-10-2 Structure

38819-10-2 Structure
IdentificationBack Directory
[Name]

9-(BETA-D-ARABINOFURANOSYL)GUANINE
[CAS]

38819-10-2
[Synonyms]

Ara-G
Ara-Gr
9-&beta
Nsc 76352
Araguanosine
ara-Guanosine
Ara-G hydrate
Arabinoguanosine
Arabinosylguanine
Guanine arabinoside
GUANINE-9-ARABINOSIDE
ARABINOFURANOSYL-GUANINE
9-beta-Arabinosylguanine
9-arabinofuranosylguanine
9-β-D-Arabinofuranosylguanine
1-β-D-Arabinofuranosylguanine
-methyl-pregn-4-ene-3,20-dione
-Epoxy-17,21-dihydroxy-16&beta
9-(b-D-Arabinofuranosyl)guanine
-Epoxy-21dehydroxy Betamethasone
Arabinofuranosyl-guanine (ara-G)
9-(beta-d-arabinofuranosyl)-guanin
9-(BETA-D-ARABINOFURANOSYL)GUANINE
9-(β-D-Arabinoribofuranosyl)-guanine
9-(β-D-Arabinofuranosyl)guanine ,97%
Guanine, 9-(beta-D-arabinofuranosyl)-
9-β-D-Arabinofuranosylguanine Hydrate
9-β-D-Arabinofuranosyl guanine hydrate
9-beta-D-Arabinofuranosylguanine Hydrate
ARA-G 9-(BETA-D-ARABINOFURANOSYL)-GUANINE
9-β-D-Arabinofuranosylguanine Hydrate >
9-(BETA-D-ARABINOFURANOSYL)GUANINE USP/EP/BP
9-β-D-Arabinofuranosyl-2-amino-9H-purin-6-ol
)-9,11-Epoxy-pregna-1,4,16-triene-3,20-dione
-D-Arabinofuranosylguanine Hydrate
2-Amino-9-β-D-arabinofuranosyl-9H-purine-6(1H)-one
)-9,11-Epoxy-6-fluoropregna-1,4,16-triene-3,20-dione
2-Amino-9-β-D-arabinofuranosyl-1,9-dihydro-6H-purin-6-one
9-β-D-Arabinofuranosyl-1,6-dihydro-2-amino-6-oxo-9H-purine
6H-Purin-6-one,2-amino-9-b-D-arabinofuranosyl-1,9-dihydro-
)-21-(Acetyloxy)-9,11-epoxypregna-1,4,16-triene-3,20-dione
6H-Purin-6-one, 2-amino-9-β-D-arabinofuranosyl-1,9-dihydro-
2-amino-9-beta-d-arabinofuranosyl-1,9-dihydro-6h-purin-6-on
)-9,11-Epoxy-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione
)-10-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,9,11-triol
2-amino-9-(beta-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one
6H-Purin-6-one, 2-amino-9-beta-D-arabinofuranosyl-1,9-dihydro-
)-9-Bromo-8,9,10,11-tetrahydrobenz[a]anthracene-8,10,11-triol-d9
)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-pregna-1,4,16-triene-3,20-dione
)-9,11-Epoxy-6-fluoro-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione
)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-16-methyl-d3-pregna-1,4-diene-3,20-dione
)-9,11-Epoxy-1,21-dihydroxy-4,16-dimethyl-19-norpregna-1,3,5(10)-trien-20-one
)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione
Ara-G hydrate, 98%, inhibitor of DNA synthesis, an antimetabolite and antineoplastic.
2-AMino-9-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
[Molecular Formula]

C10H13N5O5
[MDL Number]

MFCD00065486
[MOL File]

38819-10-2.mol
[Molecular Weight]

283.24
Chemical PropertiesBack Directory
[Melting point ]

225°C(lit.)
[density ]

2.25±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: >10mg/mL
[form ]

solid
[pka]

9?+-.0.20(Predicted)
[color ]

White to Off-White
[λmax]

252nm(lit.)
[InChIKey]

NYHBQMYGNKIUIF-FJFJXFQQSA-N
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[RTECS ]

MF8301000
[HS Code ]

29349990
Hazard InformationBack Directory
[Description]

Ara-G is an analog of the nucleoside guanosine and an active metabolite of nelarabine (Item No. 20248). Ara-G accumulates in T lymphoblasts and malignant T-lymphoid cells, where it is phosphorylated to produce ara-GTP and incorporated into the DNA. Ara-G inhibits DNA replication by 92% after 30 minutes when used at a concentration of 50 μM in CEM cells, which are used as a model for human T lymphoblasts. It also halts the cell cycle at the sub-G1 phase and induces apoptosis in CEM cells. Syngeneic bone marrow containing 6C3HED tumor cells treated with ara-G (100 mM) ex vivo prior to transplantation increases survival of lethally irradiated mice and induces reconstitution of lymphoid, myeloid, and erythroid cell linages.
[Uses]

Ara-G is an inducer of apoptosis, inhibitor of DNA synthesis, an antimetabolite, and antineoplastic.
[Definition]

ChEBI: A purine nucleoside in which guanine is attached to arabinofuranose via a beta-N9-glycosidic bond. It inhibits DNA synthesis and causes cell death.
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