Ancitabine hydrochloride
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Ancitabine hydrochloride
structure -
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CAS No:
10212-25-6
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Formula:
C9H11N3O4.ClH
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Chemical Name:
Ancitabine hydrochloride
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Synonyms:
6H-Furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidine-2-methanol,2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-,hydrochloride (1:1),(2R,3R,3aS,9aR)-;6H-Furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidine-2-methanol,2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-,monohydrochloride,stereoisomer;6H-Furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidine-2-methanol,2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-,monohydrochloride,[2R-(2α,3β,3aβ,9aβ)]-;6H-Furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidine-2-methanol,2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-,hydrochloride;6H-Furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidine-2-methanol,2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-,monohydrochloride,(2R,3R,3aS,9aR)-;2,2′-O-Cyclocytidine hydrochloride;O2,O2′-Anhydro-1-β-arabinofuranosylcytosine hydrochloride;O2,O2′-Anhydro-1-β-D-arabinofuranosylcytosine monohydrochloride;Cyclo-CMP hydrochloride;Cyclocytidine hydrochloride;2,2′-Anhydroarabinosylcytosine hydrochloride;2,2′-Anhydrocytidine hydrochloride;2,2′-Cyclocytidine hydrochloride;2,2′-Anhydro-1-β-D-arabinofuranosylcytosine monohydrochloride;NSC 145668;2,2′-Anhydroaracytidine hydrochloride;2,2′-Anhydro-1-β-D-arabinofuranosylcytosine hydrochloride;Ancitabine hydrochloride;OCTD hydrochloride;130825-73-9;135896-99-0;40390-35-0;42782-87-6;42965-86-6;42968-70-7
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CAS No:
Description
white fine crystalline powderChEBI: A hydrochloride salt resulting from the reaction of equimolar amounts of ancitabine and hydrogen chloride.
Ancitabine hydrochloride is a hydrochloride salt resulting from the reaction of equimolar amounts of ancitabine and hydrogen chloride. It has a role as an antimetabolite and an antineoplastic agent. It contains an ancitabine(1+).|Ancitabine Hydrochloride is the hydrochloride salt of a cytarabine congener prodrug with antineoplastic activity. Upon administration, ancitabine is slowly hydrolyzed into cytarabine. Subsequently, cytarabine is converted to the triphosphate form within the cell and then competes with cytidine for incorporation into DNA. Because the arabinose sugar sterically hinders the rotation of the molecule within DNA, DNA replication ceases, specifically during the S phase of the cell cycle. Cytarabine agent also inhibits DNA polymerase, resulting in a decrease in DNA replication and repair. Compared to cytarabine, a more prolonged, consistent cytarabine-mediated therapeutic effect may be achieved with ancitabine because of the slow hydrolytic conversion of ancitabine to cytarabine.|Congener of CYTARABINE that is metabolized to cytarabine and thereby maintains a more constant antineoplastic action.
Ancitabine hydrochloride Basic Attributes
261.66
261.051636
233-515-6
3T6920M469
DTXSID6020357
C403
29213000
Characteristics
100.59000
-0.72410
White Powder
2.01 g/cm3
248-250 °C
442ºC at 760 mmHg
221.1ºC
-21 ° (C=2, H2O)
H2O 200 ( mg/mL)|EtOAc < 0.1 ( mg/mL)|CHC13 < 0.1 ( mg/mL)
−20°C
-21.8 º (c=2,water)
141.5 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
NONH for all modes of transport
2
24/25
LV2615000
Stable under normal temperatures and pressures.
Drug Information
Antimetabolites that are useful in cancer chemotherapy. (See all compounds classified as Antimetabolites, Antineoplastic.)
Ancitabine
Computed Properties
Molecular Weight:261.66
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:261.0516336
Monoisotopic Mass:261.0516336
Topological Polar Surface Area:98.4
Heavy Atom Count:17
Complexity:394
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Extract from the above information
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