ChemicalBook > CAS DataBase List > 2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride

2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride

Product Name
2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride
CAS No.
10212-25-6
Chemical Name
2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride
Synonyms
Cyclo-C;nsc-145668;Cyclo-Cr·HCl;Anhydro-.HCl;Anhydro-Cr.HCl;NSC 145668 HCl;ANCITABINE HCL;Cyclocytidine HC1;CYCLOCYTIDINE HCL;2,2'-Anhydro-C.Hcl
CBNumber
CB5292165
Molecular Formula
C9H12ClN3O4
Formula Weight
261.66
MOL File
10212-25-6.mol
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2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride Property

Melting point:
269-270 °C (dec.)(lit.)
alpha 
-21.8 º (c=2,water)
refractive index 
-21 ° (C=2, H2O)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Methanol (Slightly), Water (Sparingly)
form 
Powder
color 
White
Merck 
14,629
InChIKey
KZOWNALBTMILAP-JBMRGDGGSA-N
LogP
-2.301 (est)
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Safety

Safety Statements 
24/25
WGK Germany 
2
RTECS 
LV2615000
HS Code 
29213000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A8598
Product name
Ancitabine hydrochloride
Packaging
1g
Price
$108
Updated
2024/03/01
TCI Chemical
Product number
C2207
Product name
2,2'-O-Cyclocytidine Hydrochloride
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$48
Updated
2024/03/01
TCI Chemical
Product number
C2207
Product name
2,2'-O-Cyclocytidine Hydrochloride
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$139
Updated
2024/03/01
Alfa Aesar
Product number
J63845
Product name
Cyclocytidine hydrochloride, 98+%
Packaging
1g
Price
$51.65
Updated
2024/03/01
Alfa Aesar
Product number
J63845
Product name
Cyclocytidine hydrochloride, 98+%
Packaging
5g
Price
$180
Updated
2021/12/16
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2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride Chemical Properties,Usage,Production

Chemical Properties

white fine crystalline powder

Originator

Cyclo-C,Kohjin,Japan,1975

Uses

Anti-tumor agent

Uses

Ancitabine Hydrochloride is an antineoplastic agent.

Definition

ChEBI: A hydrochloride salt resulting from the reaction of equimolar amounts of ancitabine and hydrogen chloride.

Manufacturing Process

A series of reaction steps may be employed in which: (1) Uridine is reacted with trityl chloride to give 5'-o-trityluridine; (2) Imidazole is reacted with thiophosgene and that product reacted with the 5'-o-trityluridine to give 2,2'- anhydro-1-(5'-o-trityl-β-D-arabinofuranosyl)uracil; (3) The preceding uracil product is converted to the thiouracil using hydrogen sulfide; (4) The trityl group is removed by treatment with 80% acetic acid; (5) A triacetylated product is obtained using acetic anhydride; (6) A dithiouracil is prepared from the uracil intermediate using phosphate pentasulfide.
Preparation of 1-(β-D-arabinofuranosyl)-2-thiocytosine: A solution of 2.0 g of 1-(2',3',5'-O-triacetyl-β-D-arabinofuranosyl)-2,4-dithiouracilin 100 ml of methanol is saturated with anhydrous ammonia at 0°C. The mixture, in a glass liner, is heated in a pressure bomb at 100°C for three hours. The reaction mixture is concentrated to a gum in vacuum, and most of the byproduct acetamide is removed by sublimation at 60°C/0.1 mm. The residue is chromatographed on 100 g of silica gel. Elution of the column with methylene chloride-methanol mixtures with methanol concentrations of 2-25% gives fractions containing acetamide and a series of brown gums. The desired product is eluted with 30% methanol-methylene chloride to give a total yield of 0.386 g (30%), MP 175-180°C (dec.). Recrystallization from methanolisopropanol furnishes an analytical sample, MP 180-182°C (dec.).
To a solution of 80 mg of 1-(β-D-arabinofuranosyl)-2-thiocytosine in 12 ml of water is added dropwise 3 ml of a 1 M bromine solution in carbon tetrachloride. At this point the color of the bromine persists for about 2-3 minutes after each addition. The unreacted bromine is blown off with a stream of nitrogen, and the reaction mixture is concentrated to a syrup in vacuum using a bath temperature less than 50°C. The residue is evaporated three times with 10 ml portions of ethanol, whereupon it crystallizes. The product is triturated with cold ethanol and with ether to obtain 17 mg of 2,2'-anhydro-1- (β-D-arabinofuranosyl)cytosine hydrobromide, MP 240°C (dec.).
Treatment of the hydrobromide with a slight excess of ethanolic ammonia yields the base which may then be converted to the hydrochloride.

Therapeutic Function

Antineoplastic

2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride Preparation Products And Raw materials

Raw materials

Cation exchange resin,strong acidic styrene Calcium gluconate Hydrogen peroxide 30% Propionitrile Ethanol Propyne Anion exchange resin,strong basic quarternary ammoniumⅠ FERROUS GLUCONATE BP/USP Resin 201 Oxazoline Cyanamide

Preparation Products

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2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride Suppliers

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View Lastest Price from 2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride manufacturers

Xinxiang Aurora Biotechnology Co.,Ltd.
Product
2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride 10212-25-6
Price
US $0.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20Ton
Release date
2024-10-22
hebei hongtan Biotechnology Co., Ltd
Product
2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride 10212-25-6
Price
US $100.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000kg
Release date
2024-05-13
hebei hongtan Biotechnology Co., Ltd
Product
2,2'-Anhydro- 1-beta-D- arabinofuranosylcytosine hydrochloride 10212-25-6
Price
US $100.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
1000
Release date
2024-05-17

10212-25-6, 2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochlorideRelated Search:

β-nicotinamide mononucleotide, reduced form, disodium salt(NMNH) Yohimbine hydrochloride Nicotinamide riboside chloride NAD+ β-Nicotinamide Mononucleotide (S)-3-Amino-1,2-propanediol O-Methylisourea hydrochloride Acetamidine hydrochloride o-methylisourea (S)-(+)-1-DIMETHYLAMINO-2-PROPANOL 2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride O-Ethylisourea hydrochloride Cytidine ETHYL FORMIMIDATE HYDROCHLORIDE Ancitabine Allylamine hydrochloride (R)-3-(Dimethylamino)-1,2-propanediol 3-AMINO-1-PROPANOL HYDROCHLORIDE

  • 1-beta-d-arabinofuranosyl-2,2’-anhydro-cytosinhydrochloride
  • hydroxy-6-imino-,monohydrochloride,stereoisomer
  • nsc-145668
  • o-2,2’-cyclocytidinemonohydrochloride
  • 2,2'-ANHYDRO-(1-BETA-D-ARABINOFURANOSYL)CYTOSINE HYDROCHLORIDE
  • 2,2'-ANHYDROCYTIDINE HYDROCHLORIDE
  • ANCITABINE HYDROCHLORIDE
  • Ancitabine hydrochloride,2,2′-Anhydro-(1-β-D-arabinofuranosyl)cytosine hydrochloride, Cyclo-C, Cyclocytidine
  • ()-Cyclocytidine hydrochloride,2,2′-Anhydro-(1-β-D-arabinofuranosyl)cytosine hydrochloride, 2,2′-Anhydro-1-β-D-arabinofuranosylcytosine hydrochloride, Ancitabine, O2,2′-Cyclocytidine
  • CYCLOCYTIDINE HCL(RG)
  • 2,2'-Anhydro-1-beta-
  • Anhydro-Cr.HCl
  • Cyclocytidine hydrochloride / 2,2'-Anhydro-1-β-D-arabinofuranosylcytosine hydrochloride
  • 2,2'-Anhydrocytidine HCl
  • O2-2'-CYCLOCYTIDINE HYDROCHLORIDE
  • 2,2'-Anhydro-C.Hcl
  • 2,2'-Anhydro-(1-beta-D-arabinofuranosyl)cytosine Hydrochloride Ancitabine Hydrochloride
  • Cyclocytidini HydrochloriduM
  • OCTD hydrochloride
  • Hydrochloric cyclocylidine
  • 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)-
  • NSC 145668 HCl
  • Ancitabine (Cyclocytidine) HCl
  • Cyclocytidine HC1
  • Cytarabine Impurity 21
  • 2,2’-anhydro-1-beta-d-arabinofuranosylcytosinhydrochloride
  • 2,2’-anhydroarabinosylcytosinehydrochloride
  • 2,2’-anhydrocytarabinehydrochloride
  • 2,2’-cyclocytidinehydrochloride
  • 2,2’-o-cyclocytidinehydrochloride
  • 3’:4,5)oxazolo(3,2-a)-pyrimidine-2-methanol,2,3,3a,9a-tetrahydro-3-6h-furo(2
  • cyclo-cmphydrochloride
  • CYCLOCYTIDINE HCL
  • (-)-CYCLOCYTIDINE HYDROCHLORIDE
  • CYCLOCYTIDINE HYDROCHLORIDE
  • 2,2-Anhydro-(1-B-D-Arabinofuranosyl)Cytosine Hydrochloride
  • 2-2-ANHYDRO-1-B-D-ARABINOFURANOSYL*CYTOSINE HCL
  • ANCITABINE HCL
  • CYCLOCYTIDINE HCL(P)
  • CyclocytidiniHydrochlorinum
  • 2,2μ-Anhydro-(1-β-D-arabinofuranosyl)cytosine hydrochloride
  • Ancitabine hydrochloride, O2,2μ-Cyclocytidine
  • Cyclo-C, Cyclocytidine, 2,2μ-Anhydro-(1-β-D-arabinofuranosyl)cytosine hydrochloride
  • Ancitabine, O2,2μ-Cyclocytidine, 2,2μ-Anhydro-1-β-D-arabinofuranosylcytosine hydrochloride, 2,2μ-Anhydro-(1-β-D-arabinofuranosyl)cytosine hydrochloride
  • (-)-Cyclocytidine hydrochloride,99%
  • Cyclo-C
  • cyclocytidine hydrochlorine
  • (2R,3R,3aS,9aR)-2,3,3a,9a-Tetrahydro-3-hydroxy-6-imino-6H-furo(2',3'4,5)oxazolo(3,2-a)pyrimidine-2-methanol
  • {6H-Furo[2',3':4,5]oxazolo[3,2-a]pyrimidine-2-methanol,} 2,3, 3a,9a-tetrahydro-3-hydroxy-6-imino-, {[2R-(2.alpha.,3.beta.,3a.beta.,9a.beta.)]-}
  • 2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine
  • 6H-Furo(2',3':4,5)oxazolo(3,2-a)-pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy- 6-imino-, monohydrochloride, stereoisomer
  • 2,2'-Anhydroaracytidine hydrochloride
  • Ancitabine (Cyclocytidine) hydrochloride
  • Cytidine reference substance
  • Cyclo-Cr·HCl
  • 2,2'-O-Cyclocytidine Hydrochloride &gt
  • 2,2’-Cyclocytidine hydrochloride, Ancytabine
  • 2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride USP/EP/BP