CAS 2353-33-5 MFCD00043011-5-Aza-2'-deoxycytidine, 98%, a potent inhibitor of DNA methyltransferase 地西他滨 TAO{mole}

5-Aza-2'-deoxycytidine, 98%, a potent inhibitor of DNA methyltransferase 地西他滨

CAS 2353-33-5 MFCD00043011

化学结构图

SMILES: Nc1ncn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1

化学属性

Mol. Formula	C8H12N4O4
Mol. Weight	228.21
Density	1.422
Melting Point	200°C
TSCA	No
Solubility	Soluble in DMSO, DMF, and PBS
Appearance	white solid powder
Boiling Point	485.8°C at 760 mmHg

别名和识别编码

Chemical Name	5-Aza-2'-deoxycytidine, 98%, a potent inhibitor of DNA methyltransferase
CAS Number	2353-33-5
Synonym	Decitabine {LY} Decitabine {} {LY} Decitabine {} {} {LY} Decitabine {} {} {} {LY} Decitabine {} {} {} {} {LY} Decitabine {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Decitabine {} {} {} {} {} {} {} {} {}
EC Number	219-089-4
Beilstein Registry Number	617982
MDL Number	MFCD00043011
PubChem Substance ID	451668
Merck Number	2853
Chemical Name Translation	地西他滨
Reaxys-RN	617982
Wiswesser Line Notation	T6NVN ENJ DZ A- ET5OTJ B1Q CQ
LabNetwork Molecule ID	LN01254469
Formula	C8H12N4O4
IUPAC Name	4-amino-1-((2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
InChIKey	XAUDJQYHKZQPEU-JKUQZMGJSA-N
InChI	InChI=1S/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1
Canonical SMILES	O[C@H]1C[C@H](N2C(N=C(N)N=C2)=O)O[C@@H]1CO

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产品应用

Decitabine is a cytidine antimetabolite analogue with potential antineoplastic activity. Decitabine incorporates into DNA and inhibits DNA methyltransferase, resulting in hypomethylation of DNA and intra-S-phase arrest of DNA replication.

安全信息

Signal word Danger

GHS Symbol

WGK Germany3

Safety Statements

S20 When using do not eat or drink 使用时，不得进食，饮水；
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；

Risk Statements

R22 Harmful if swallowed 吞咽有害
R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险

Precautionary statements

P201 Obtain special instructions before use. 使用前获取专门指示。
P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
P203
P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
P264+P265
P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
P281 Use personal protective equipment as required. 使用所需的个人防护装备。
P301+P317
P302+P352
P304+P340
P305+P351+P338
P308+P313
P318
P319
P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
P330 Rinse mouth. 漱口
P332+P317
P337+P317
P362+P364
P403+P233
P405 Store locked up. 上锁保管。
P501 Dispose of contents/container to..… 处理内容物/容器.....

Hazard statements

H302 Harmful if swallowed 吞食有害
H315 Causes skin irritation 会刺激皮肤
H319 Causes serious eye irritation 严重刺激眼睛
H335 May cause respiratory irritation 可能导致呼吸道刺激
H341 Suspected of causing genetic defects 怀疑导致遗传性缺陷
H350 May cause cancer 可能致癌
H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害

RTECSXZ3012000

Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves

Hazard Codes T Xn,Xi Xi

Storage condition 2-8°C, protect from light {LY} 2-8°C, protect from light Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). {} {LY} 2-8°C, protect from light {} {} {LY} 2-8°C, protect from light {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C,

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 190 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   37,3684,1977

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 22 mg/kg
TOXIC EFFECTS :
   Blood - leukopenia
   Blood - thrombocytopenia
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   DCTODJ Drug and Chemical Toxicology.  (Marcel Dekker, 270 Madison Ave., New
   York, NY 10016) V.1-    1977/78-  Volume(issue)/page/year: 4,373,1981

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 40 nmol/L
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 10,2003,1989

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 20 mg/kg
REFERENCE :
   ZNCBDA Zeitschrift fuer Naturforschung, Section C: Biosciences.  (Verlag der
   Zeitschrift fuer Naturforschung, Postfach 2645, D-7400 Tuebingen, Fed. Rep.
   Ger.)  V.29-    1974-  Volume(issue)/page/year: 35,112,1980

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - mouse Leukocyte
DOSE/DURATION           : 100 ug/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Parenteral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 3 mg/kg
REFERENCE :
   CCCCAK Collection of Czechoslovak Chemical Communications.  (Academic Press
   Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK)  V.1-    1929-
   Volume(issue)/page/year: 48,3020,1983

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 300 nmol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   48,2440,1988

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 5 umol/L
REFERENCE :
   EJCAEL European Journal of Cancer.  (Pergamon

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 300 ug/kg
SEX/DURATION            : female 10-11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   TXCYAC Toxicology.  (Elsevier Scientific Pub. Ireland, Ltd., POB 85,
   Limerick, Ireland) V.1-    1973-  Volume(issue)/page/year: 112,37,1996

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 1 mg/kg
SEX/DURATION            : female 8-11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TXCYAC Toxicology.  (Elsevier Scientific Pub. Ireland, Ltd., POB 85,
   Limerick, Ireland) V.1-    1973-  Volume(issue)/page/year: 112,37,1996

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 300 ug/kg
SEX/DURATION            : female 8 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   TXCYAC Toxicology.  (Elsevier Scientific Pub. Ireland, Ltd., POB 85,
   Limerick, Ireland) V.1-    1973-  Volume(issue)/page/year: 112,37,1996

其他信息

储运特性:通风低温干燥; 与库房食品原料分开存放
可燃性危险特性:可燃; 燃烧产生有毒氮氧化物烟雾
毒性分级:高毒
5-氮杂-2'-脱氧胞嘧啶核苷价格(试剂级):更新日期产品编号产品名称包装价格 2010/06/21 396810100 5-氮杂-2'-脱氧胞嘧啶核苷 5-Aza-2'-deoxycytidine 98+% 10 MG 1498元 2010/06/21 396810500 5-氮杂-2'-脱氧胞嘧啶核苷 5-Aza-2'-deoxycytidine 98+% 50 MG 5484元
治疗骨髓增生异常综合征:5-氮杂-2'-脱氧胞嘧啶核苷又称为地西他滨、5-氮杂-2′-脱氧胞苷酸，是一种天然2′-脱氧胞苷酸的腺苷类似物，通过抑制DNA甲基转移酶，减少DNA的甲基化，从而抑制肿瘤细胞增殖以及防止耐药的发生，为目前已知最强的DNA甲基化特异性抑制剂，属于S期细胞周期特异性药物，适用于治疗骨髓增生异常综合征（简称MDS）。去甲基化药物可活化肿瘤细胞抑癌基因，增强分化基因等调控基因的表达，所以可达到治疗MDS的目的。5-氮杂-2'-脱氧胞嘧啶核苷（地西他滨）被磷酸化后，发挥其抗肿瘤作用。它直接作用于DNA，抑制DNA甲基转移酶，从而使DNA低甲基化，细胞分化死亡。地西他滨在体外抑制DNA甲基化，却不影响DNA的合成。它可导致肿瘤细胞去甲基化，可以恢复基因的正常功能，这对于控制细胞的分化和增殖是非常重要的。但非增殖性细胞对地西他滨不敏感。 2006年，美国食品药品管理局批准地西他滨用于MDS的治疗。
Sigma Aldrich:2353-33-5(sigmaaldrich)
F:10-34
Decitabine is an epigenetic modifier that inhibits DNA methyltransferase activity which results in DNA demethylation (hypomethylation) and gene activation by remodeling "opening" chromatin. Genes are synergistically reactivated when demethylation is combined with histone hyperacetylation.Decitabine is an epigenetic modifier that inhibits DNA methyltransferase activity which results in DNA demethylation (hypomethylation) and gene activation by remodeling "opening" chromatin. Genes are synergistically reactivated when demethylation is combined with histone hyperacetylation.
MSDS 信息:5-Aza-2'-deoxycytidine(2353-33-5).msds
MOL 文件:2353-33-5.mol
不良反应:（1）中性白细胞减少(症)、血小板减少(症)、贫血、呕吐、疲劳、发热、咳嗽、恶心、便秘、腹泻、高血糖、热性的中性白细胞减少(症)。（2）大剂量可引起神经毒性，表现为嗜睡、失语、偏瘫等，但停药后可恢复正常。
Acros Organics:5-Aza-2'-deoxycytidine, 98+%(2353-33-5)
急性毒性:静脉-小鼠 LD50: 22 毫克/公斤; 腹腔-小鼠 LD50: 190 毫克/公斤
灭火剂:干粉,泡沫,沙土,二氧化碳, 雾状水
类别:有毒物品