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4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

2'-Deoxycytidine

CAS: 951-77-9;207121-53-7

Molecular Formula: C9H13N3O4

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4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one - Names and Identifiers

Name 2'-Deoxycytidine
Synonyms dCyd
deoxycytidine
2'-Deoxycytidine
2'-deoxy-cytidin
Cytidine, 2'-deoxy-
2'-deoxycytidine hydrate
2-DEOXYCYTIDINE extrapure
2'-DEOXYCYTIDINE FREE BASE
2'-Deoxycytidine monohydrate
Cytosine deoxyribonucleoside
cytosine,deoxyribonucleoside
Cytosine, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-
4-amino-1-(2-deoxy-beta-D-threo-pentofuranosyl)pyrimidin-2(1H)-one
4-amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-pyrimidin-2-one
2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-
4-Amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
CAS 951-77-9
207121-53-7
EINECS 213-454-1
InChI InChI=1/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5?,6-,8-/m1/s1

4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one - Physico-chemical Properties

Molecular FormulaC9H13N3O4
Molar Mass227.22
Density1.3171 (rough estimate)
Melting Point209-211°C(lit.)
Boling Point368.93°C (rough estimate)
Specific Rotation(α)59 ° (C=1, H2O)
Flash Point254.8°C
Water SolubilitySoluble in water, DMSO.
Solubility H2O: 50 mg/mL, clear, colorless
Vapor Presure5.47E-12mmHg at 25°C
AppearanceWhite crystalline powder
ColorWhite
BRN87567
pKa14.03±0.60(Predicted)
Storage Condition-20°C
SensitiveEasily absorbing moisture
Refractive Index59 ° (C=1, H2O)
MDLMFCD00006547
Physical and Chemical PropertiesMelting Point 209-211°C

4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one - Risk and Safety

Safety Description24/25 - Avoid contact with skin and eyes.
WGK Germany3
RTECSHA3800000
FLUKA BRAND F CODES10
TSCAYes
HS Code29349990

4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one - Reference

Reference
Show more
1. Liu Zhengbo, Zhang yayuwang, Qiuxia et al. Effects of different potassium levels on the contents of nucleosides in panax ginseng [J]. Journal of Jilin Agricultural University, 2019, 41(4):432-437.
2. Wang, Chengcheng, et al. "Distribution patterns for metabolites in medical parts of wild and cultivated licorice." Journal of pharmaceutical and biomedical analysis 161 (2018): 464-473.https:// doi.org/10.1016/j. Jpba.2018.9/004
3. Engxia Tan et al. [IF = 4.411]. "Quality Evaluation of ophopogonis Radix from Two Different Producing Areas." Molecules. 2019 Jan;24(18):3220

4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one - Reference Information

NIST chemical information information provided by: webbook.nist.gov (external link)
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Use 2 '-deoxycytidine is a deoxyribonucleoside that acts as a modulator of Eg5 kinesin, it has anti-proliferative and apoptosis-inducing activities.
2 '-deoxycytidine (2'-deoxycytidine) is an important pharmaceutical intermediate. Most of them are used to synthesize monomers of deoxynucleotides and prepare Oligodeoxynucleotides, which are widely used in nucleic acid and genetic engineering.
preparation
first α-d-d-deoxyribose (Ⅱ) deoxyribonucleoside (III) was prepared under the catalysis of acetyl chloride, and then the two hydroxyl groups were protected with 4-chlorobenzoyl group to obtain compound V, V and HCl gas were chlorinated in acetic acid solution and recrystallized to obtain compound VI. The uracil is silicified in the presence of ammonium sulfate, and the obtained intermediate VII is directly subjected to a nucleophilic substitution reaction with compound VI to obtain an intermediate VIII of deoxyribonucleoside. Subsequently, VIII is mixed with P-Toluenesulfonyl chloride and acid binding agent, and the obtained suspension is heated with ammonia water to complete the conversion of deoxyribonucleoside to deoxyribonucleic acid cytidine, at the same time, the protective group was removed to obtain the target product 2 '-deoxycytidine (I).
biological activity 2 '-Deoxycytidine, a DEOXY AND glycoside, inhibits the biological activity of Brdu.
Last Update：2024-04-09 20:52:54
4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
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Jiangsu Pules Biotechnology Co.,Ltd.
Product Name: 2'-Deoxycytidine Request for quotation
CAS: 951-77-9
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: 2'-Deoxycytidine Request for quotation
CAS: 207121-53-7
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
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Shanghai Yuanye Bio-Technology Co., Ltd.
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Tel: 18301782025
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Shanghai Worldyang Chemical Co.,Ltd.
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CAS: 207121-53-7
Tel: +86-21-56795779
Email: charles7788@worldyachem.com
Mobile: +86-13651600618
QQ: 2850607228 Click to send a QQ message
Wechat: 13651600618
WhatsApp: +8613651600618
Hangzhou Verychem Science And Technology Co.Ltd
Product Name: 2′-Deoxycytidine Request for quotation
CAS: 951-77-9
Tel: +86-571-88162785
Email: Lucy@verypharm.com
Mobile: +86-13606544505
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4-amino-1-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
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