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

Americas 1 Belgium 2 China 285 Europe 3 France 2 Germany 1 India 5 Japan 3 Russia 1 South Korea 1 Switzerland 4 United Kingdom 6 United States 44 Global 358

Carbosynth

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Carbosynth Limited

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Leancare Ltd.

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Hawks Scientific Ltd

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MDA Chemicals Ltd.

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Eurolabs Limited

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ProdList: 6309
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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