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(-)-Cyclocytidine hydrochloride

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Name

(-)-Cyclocytidine hydrochloride

EINECS 233-515-6
CAS No. 10212-25-6 Density 2.01 g/cm3
PSA 100.59000 LogP -0.72410
Solubility N/A Melting Point 269-270 °C (dec.)(lit.)
Formula C9H11N3O4.HCl Boiling Point 442 °C at 760 mmHg
Molecular Weight 261.665 Flash Point 221.1 °C
Transport Information N/A Appearance white fine crystalline powder
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 10212-25-6 (2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride) Hazard Symbols N/A
Synonyms

Ancitabine hydrochloride (JAN);2, 2-Anhydroarabinosylcytosine hydrochloride;Cytosine, 1beta-D-arabinofuranosyl-2,2-anhydro-, hydrochloride;Cyclo-cmp hydrochloride;CycloCMP hydrochloride;2,2-Anhydroarabinosylcytosine hydrochloride;O2,2-Cyclocytidine, monohydrochloride;1-beta-D-Arabinofuranosylcytosine, 2,2-anhydro-, hydrochloride;1beta-D-Arabinofuranosylcytosine, 2,2-anhydro-, hydrochloride;2,2-O-Cyclocytidine hydrochloride;2, 2-O-Cyclocytidine hydrochloride;2,2-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride;Cyclocytidine hydrochloride;2,2-Anhydrocytarabine hydrochloride;O-2,2-Cyclocytidine monohydrochloride;2,2-Cyclocytidine hydrochloride;6H-Furo(2,3:4,5)oxazolo(3,2-a)-pyrimidine-2-methanol, 2,3,3a,9a-tetrahydro-3-hydroxy-6-imino-, monohydrochloride, stereoisomer;1.beta.-D-Arabinofuranosylcytosine, 2, 2-anhydro-, hydrochloride;2, 2-Anhydro-1.beta.-D-arabinofuranosylcytosine hydrochloride;OCTD hydrochloride;2,2-Cyclocytidine, monohydrochloride;2,2-Anhydroaracytidine hydrochloride;Cytosine, 1.beta.-D-arabinofuranosyl-2,2-anhydro-, hydrochloride;2,2'-anhydrocytidine hydrochloride;CyclocytidiniHydrochlorinum;

 

(-)-Cyclocytidine hydrochloride Specification

The Cyclocytidine hydrochloride with the cas number 79559-97-0, is also called (1)1-beta-D-Arabinofuranosylcytosine, 2,2'-anhydro- ,hydrochloride; (2)1beta-D-Arabinofuranosylcytosine, 2,2'-anhydro-, hydrochloride ; (3)2,2'-Anhydro-1-beta-D-arabinofuranosylcytosine hydrochloride ; (4)2,2'-Anhydro-1beta-D-arabinofuranosylcytosine hydrochloride ; (5)2,2'-Anhydroarabinosylcytosine hydrochloride ; (6)2,2'-Anhydroaracytidine hydrochloride ; (7)2,2'-Anhydrocytarabine hydrochloride ; (8)2,2'-Anhydrocytidine hydrochloride ; (9)2,2'-Cyclocytidine hydrochloride ; (10)2,2'-Cyclocytidine, monohydrochloride ; (11)2,2'-O-Cyclocytidine hydrochloride ; (12)Ancitabin HCl ; (13)Ancitabin hydrochlorid ; (14)(-)-Cyclocytidine hydrochloride ; (15)Cyclo-cmp hydrochloride ; (16)Cyclocytidine ; (17)Cyclocytidine hydrochloride ; (18)Cytosine, 1-beta-D-arabinofuranosyl-2,2'-anhydro-, hydrochloride; (19)Cytosine, 1beta-D-arabinofuranosyl-2,2'-anhydro-, hydrochloride; (20)O-2,2'-Cyclocytidine monohydrochloride. It belongs to the following product categories:(1)API intermediates; (2)Biochemistry; (3)Nucleosides and their analogs; (4)Nucleosides, Nucleotides & Related Reagents

Properties of Cyclocytidine hydrochloride are: (1)ACD/LogP: -2.30 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -4.24 ; (4)ACD/LogD (pH 7.4): -3.25 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 1 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 7 ; (10)#H bond donors: 3 ; (11)#Freely Rotating Bonds: 3 ; (12)Polar Surface Area: 64.88 Å2 ; (13)Flash Point: 209.1 °C ; (14)Enthalpy of Vaporization: 78.11 kJ/mol ; (15)Boiling Point: 422.2 °C at 760 mmHg ; (16)Vapour Pressure: 6.77E-09 mmHg at 25°C

The Cyclocytidine hydrochloride appears to be white fine crystalline powder. This product translates into cytarabine in the body, and has a similar function to similar. It is cell cycle specific agent, mainly act on in S phase. It is clinical used for all kinds of acute leukemia, acute myelogenous leukemia, and also have good effect on meningeal leukemia. Cyclocytidine hydrochloride is used in the treatment of herpes simplex virus keratitis in ophthalmology. Usage: intravenous injection, adult 200mg ~ 600mg/times, once a day, succession of 5-7 days as a course of treatment. Muscle injection or oral doses, dose is similar with static injection.

You can still convert the following datas into molecular structure :
1. SMILES: Cl.O2/C1=N/C(=[N@H])/C=C\N1[C@@H]3O[C@@H]([C@@H](O)[C@H]23)CO
2. InChI: InChI=1/C9H11N3O4.ClH/c10-5-1-2-12-8-7(16-9(12)11-5)6(14)4(3-13)15-8;/h1-2,4,6-8,10,13-14H,3H2;1H/b10-5+;/t4-,6-,7+,8-;/m1./s1

The Cyclocytidine hydrochloride toxic data can be showed in the following sheet.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 344mg/kg (344mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 353, 1974.
monkey LD50 intravenous 1045mg/kg (1045mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 353, 1974.
mouse LD50 intraperitoneal 2528mg/kg (2528mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse LD50 intravenous 800mg/kg (800mg/kg)   Drugs in Japan Vol. 6, Pg. 55, 1982.
mouse LD50 oral > 7gm/kg (7000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 359, 1979.
mouse LD50 subcutaneous 4050mg/kg (4050mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 359, 1979.
rat LD50 intraperitoneal 3800mg/kg (3800mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 359, 1979.
rat LD50 intravenous 820mg/kg (820mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 359, 1979.
rat LD50 oral > 7gm/kg (7000mg/kg)   Drugs in Japan Vol. -, Pg. 86, 1990.
rat LD50 subcutaneous > 5500mg/kg (5500mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 359, 1979.
women TDLo subcutaneous 120mg/kg (120mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE
Cancer Treatment Reports. Vol. 62, Pg. 455, 1978.

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