Cyclocytidine HCl (Ancitabine)

Alias: Ancitabine Cyclo-CMP hydrochloride; NSC 145668; NSC-145668; Cyclo-C; NSC 145668 HCl; Ancitabine HCl; Cyclocytidine HCl; NSC145668

Cat No.:V1443 Purity: ≥98%

COA Product Data Instructions for use SDS

Cyclocytidine HCl (Ancitabine) Chemical Structure CAS No.: 10212-25-6
Product category: DNA(RNA) Synthesis

This product is for research use only, not for human use. We do not sell to patients.

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Other Forms of Cyclocytidine HCl (Ancitabine):

Cyclocytidine (Ancitabine)

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Top Publications Citing lnvivochem Products

Nature 2021, 597(7874):119-125.

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J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

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Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

Instructions

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators

Product Description

Cyclocytidine (formerly NSC-145668; Cyclo-C; NSC145668; Ancitabine) is a pyrimidine nucleoside-based prodrug of cytarabine that has to be activated through hydrolysis to cytarabine under in vivo conditions. It has been used to treat leukemia by blocking the synthesis of DNA. Because of its structural similarity to deoxycytidine, cyclocytidine can be incorporated into DNA and subsequently kill cancer cells.

Biological Activity I Assay Protocols (From Reference)

ln Vitro

In vitro activity: Cyclocytidine HCl (Ancitabine) is the prodrug of cytarabine. It shares structural similarities with human deoxycytidine and can be incorporated into human DNA before killing the cell. Rapidly dividing cells—which need DNA replication for mitosis—are the ones that are most impacted by cyclocytidine. The enzymes required for DNA synthesis, nucleotide reductase and DNA and RNA polymerases, are also inhibited by cyclocytidine. [1].

ln Vivo

Cyclocytidine is a potent immunosuppressive, antiviral, and antitumor agent in both humans and animals; complicated injection schedules are necessary to achieve the greatest inhibitory effects.[2] Leukemia is treated with cyclocytidine.[3]

Animal Protocol

Dissolved in Vehicle 122; 20 or 100 mg/kg/day; i.p. or s.c. administration

BDF1 mice inoculated L1210 cells

References

[1]. J Pharm Sci . 1984 Jul;73(7):896-902.

[2]. Biochem Pharmacol . 1972 Feb 15;21(4):465-75.

[3]. N Engl J Med . 2011 Mar 17;364(11):1027-36.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula

C9H12CLN3O4

Molecular Weight

261.66

Exact Mass

261.05

Elemental Analysis

C, 41.31; H, 4.62; Cl, 13.55; N, 16.06; O, 24.46

CAS #

10212-25-6

Related CAS #

31698-14-3

Appearance

Solid powder

SMILES

C1=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)OC2=NC1=N.Cl

InChi Key

KZOWNALBTMILAP-JBMRGDGGSA-N

InChi Code

InChI=1S/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/t4-,6-,7+,8-;/m1./s1

Chemical Name

(2R,4R,5R,6S)-4-(hydroxymethyl)-10-imino-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-5-ol;hydrochloride

Synonyms

Ancitabine Cyclo-CMP hydrochloride; NSC 145668; NSC-145668; Cyclo-C; NSC 145668 HCl; Ancitabine HCl; Cyclocytidine HCl; NSC145668

HS Tariff Code

2934.99.9001

Storage

Powder -20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Solubility Data

Solubility (In Vitro)

DMSO: 25~52 mg/mL (98.5~198.7 mM)

Water: ~44 mg/mL (~168.2 mM)

Ethanol: <1 mg/mL

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.8218 mL	19.1088 mL	38.2175 mL
	5 mM	0.7644 mL	3.8218 mL	7.6435 mL
	10 mM	0.3822 mL	1.9109 mL	3.8218 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Mass

Concentration

Volume

Molecular Weight*

Calculate Reset

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

Calculate the Mass of a compound required to prepare a solution of known volume and concentration
Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume

See Example

An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?

Enter 350.26 in the Molecular Weight (MW) box
Enter 10 in the Concentration box and choose the correct unit (mM)
Enter 5 in the Volume box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Concentration (Start)

Volume (Start)

Concentration (End)

Volume (End)

Calculate Reset

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:

Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
Enter 25 into the Concentration (End) box and select the correct unit (mM)
Enter 25 into the Volume (End) box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

Molecular formula

Total molecular weight

g/mol

Calculate Reset

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:

To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.

Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
Click the “Calculate” button
The answer appears in the Volume (to add to vial) box

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)

Dosage mg/kg

Average weight of animals g

Dosing volume per animal μL

Number of animals

Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)

% DMSO

% Tween 80

% ddH₂O

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Calculation results

Working concentration： mg/mL；

Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O，mix and clarify.

Note： (1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.