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CAS: 2022-85-7
分子式: C4H4FN3O
分子量: 129.09
熔点: 296-297℃
中文名称: 
5-氟胞嗪
安拉喷
氟胞嘧啶
4-氨基-5-氟-2(1H)-嘧啶酮
5-氟胞嘧啶
英文名称: 
Fluorocytosine
4-Amino-5-fluoro-2(1H)-pyrmidinone
5-Fluoroytosine
5-fluoro-cytosin
4-amino-5-fluoro-2(1h)-pyrimidinon
2-hydroxy-4-amino-5-fluoropyrimidine
4-amino-5-fluoro-2(1h)-pyrimidinone
5-fc
5-fluorocystosine
5-fluorocytosin
5-fluorocytosine
alcobon
ancobon
ancotil
flucytosin
flucytosine
fluocytosine
ro 2-9915
展开更多英文名
性质描述: 白色结晶性粉末,熔点295-297℃(分解)。易溶于乙醇,在20℃水中的溶解度为1.2%。
生产方法: 由5-氟尿嘧啶经氯化、氨化、水解而得。1.氯化将5-氟尿嘧啶和三氯氧磷加入氯化锅,搅拌,控制在20℃以下滴加N,N-二甲基苯胺。滴加完毕,升温到110℃左右反应2h。冷至室温,放至冰盐水中冰解,维持15℃搅拌1h。过滤,水洗,得2,4-二氯-5-氟嘧啶。2.氨化将2,4-二氯-5-氟嘧啶溶解在乙醇中,搅拌,控制在35℃以下滴加氨水。滴毕,降温至25℃反应3h,减压回收乙醇至干,加水搅拌升温到20℃。过滤,用水洗涤结晶,干燥,得出4-氨基-2-氯-5-氟嘧啶。3.水解将4-氨基-2-氯-5-氟嘧啶和盐酸混合,搅拌升温至90-95℃,反应2h后,减压浓缩至干,加水溶解结晶,加活性炭脱色。过滤,滤液用氨水调pH至7-8,放置过夜。甩滤,用水洗涤结晶,经精制即得氟胞密啶。总收率50%。该法的起始原料为抗癌药氟尿嘧啶[51-21-8],也可以采用氟尿嘧啶的前体,即2-甲氧基-4-羟基-5-氟嘧啶为原料,经氯化,氨化,水解制备氟胞嘧啶,收率70%。将上述前体加入甲苯中,再加入二甲基苯胺,加热至50-60℃,滴加三氯氧磷。然后105-110℃反应3h。冷却至室温,将反应液加入甲苯和水的混合液中,在25-40℃搅拌。分出甲苯层,水层用甲苯提出取,将提出取液与甲苯层合并,先减压回收甲苯,再收集86-90℃(2.66kPa)馏分即得2-甲氧基-4-氯-5-氟嘧啶。将上步氯化产物与无水甲醇加入压力釜中,在室温下通氨至饱和,缓缓升温使压力达到0.5MPa,搅拌反应过夜。冷到室温出料,经处理得2-甲氧基-4-氨基-5-氟嘧啶,熔点189-191℃。将其与30%盐酸在100-105℃反应3h。水解物减压蒸干,用水溶解残留物,加氨水碱化到pH8.5,冷却至5℃以下,过滤,得氟胞嘧啶粗品,用水重结晶即得成品。
用途: 该品在国外作为治疗严重全身性白色含珠菌及隐球菌感染的首选药物[收入《美国药典》(第19版)],用于真菌性髓膜炎,真菌性呼吸道感染及黑色真菌症的治疗。
推荐供应商
货号品牌产品名称规格包装、参考价格
F795513MACKLIN5-氟胞嘧啶10mM in DMSO131元/1ml;   咨询
储存:-20°C
F810249MACKLIN5-氟胞嘧啶99%29元/1g;   38元/5g;   47元/25g;   150元/100g;   675元/500g;   咨询
储存:2~8°C
状态:白色到灰白色粉末
F0321TCI5-Fluorocytosine>98.0%(T)(HPLC)100元/1G;   195元/5G;   590元/25G;   2750元/500G;   咨询

基本信息

纯度/分析方法>98.0%(T)(HPLC)
分子式/分子量C4H4FN3O = 129.09
外观与形状(20℃)固体
Reaxys-RN3604562
PubChem物质ID87570095
SDBS (AIST Spectral DB)21972
Merck Index (14)4125
MDL编号MFCD00006035

技术规格

AppearanceWhite to Almost white powder to crystal
Purity(HPLC)min. 98.0 area%
Purity(Nonaqueous Titration)min. 98.0 %
Solubility in Wateralmost transparency

相关法规

RTECS#HA6040000
452995J&K5-Fluorocytosine98%60元/1G;   84元/5G;   230元/25G;   648元/100G;   咨询

基本信息

分子式C4H4FN3O
分子量129.09
熔点298-300
MDL编码MFCD00006035
Beilstein127285
Merck14,4125
EINECS 编号217-968-7
存储条件Store at 2-8℃

安全信息

图形或危害标志
提示语Warning
危险说明H361
防范说明P281
WGK2
RTECSHA6040000
TSCA
L16496Alfa Aesar5-Fluorocytosine98+%197元/250mg;   243元/1g;   咨询

应用
5-Fluorocytosine acts as an antidiabetic, antifungal and antimicrobial agent. It is useful for the treatment of serious infections arises due to susceptible strains of Candida or Cryptococcus neoformans and chromomycosis. Further, it is employed in studies on TMP biosynthesis.

备注
Light Sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents.

基本信息

MDL
MFCD00006035

EINECS
217-968-7

分子式
C4H4FN3O

分子量
129.09

熔点
ca 297° dec.

灵敏度
Light Sensitive. Ambient temperatures.

溶解性
Soluble in water and hydrochloric acid.

Beilstein
127285

Merck
14,4125

GHS危害和防范说明

GHS符号

Hazard Statements
H341
Suspected of causing genetic defects.

Precautionary Statements
P201-P280-P202-P308+P313-P405-P501a
Obtain special instructions before use.Wear protective gloves/protective clothing/eye protection/face protection.Do not handle until all safety precautions have been read and understood.IF exposed or concerned: Get medical advice/attention.Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.

安全信息

危险类别
68
Possible risk of irreversible effects.

安全等级
36/37
Wear suitable protective clothing and gloves.

RTECS
HA6040000

TSCA

C25834Alfa Aesar5-Fluorocytosine99+%806元/250mg;   1678元/1g;   6321元/5g;   咨询

基本信息

Ref#
25834

MDL
6035

分子式
C4 H4 F N3 O

分子量
129.09

Y0001262Flucytosine for system suitabilityEuropean Pharmacopoeia (EP) Reference Standard1861.35元/ ;   咨询

产品说明

一般描述

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

生化/生理作用

具有抗真菌活性的核苷类似物。5-氟胞嘧啶通过胞嘧啶脱氨酶脱氨,得到 5-氟尿嘧啶,从而导致 RNA 错编。5-氟胞嘧啶抑制 DNA 和 RNA 的合成并干扰核糖体蛋白的合成。

包装

Unit quantity: 0.3 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

注意

Please find SDS provided by EDQM here..

其他说明

Sales restrictions may apply.

基本信息

经验(实验)分子式C4H4FN3O
分子量129.09
Beilstein127285
MDL编号MFCD00006035
PubChem化学物质编号329831329
NACRESNA.24

产品性质

等级pharmaceutical primary standard
manufacturer/tradenameEDQM
mp298-300 ℃ (dec.) (lit.)
application(s)pharmaceutical (small molecule)
格式neat
储存温度2-8℃
SMILES stringNC1=NC(=O)NC=C1F
InChI1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI keyXRECTZIEBJDKEO-UHFFFAOYSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H361
预防措施声明P280
危险分类Repr. 2
储存分类代码13 - Non Combustible Solids
WGKWGK 2
闪点(F)Not applicable
闪点(C)Not applicable
F7129Sigma-Aldrich5-Fluorocytosinenucleoside analog2888.62元/1 G;   15439.1元/5 G;   咨询

产品说明

一般描述

化学结构:核苷

包装

1, 5 g in poly bottle

应用

用于 TMP 生物合成研究。

生化/生理作用

具有抗真菌活性的核苷类似物。5-氟胞嘧啶通过胞嘧啶脱氨酶脱氨,得到 5-氟尿嘧啶,从而导致 RNA 错编。5-氟胞嘧啶抑制 DNA 和 RNA 的合成并干扰核糖体蛋白的合成。

基本信息

经验(实验)分子式C4H4FN3O
分子量129.09
Beilstein127285
EC 号217-968-7
MDL编号MFCD00006035
PubChem化学物质编号24894928
NACRESNA.32

产品性质

质量水平200
测定≥99% (TLC)
mp298-300 ℃ (dec.) (lit.)
作用机制DNA synthesis | interferes
protein synthesis | interferes
抗生素抗菌谱fungi
储存温度2-8℃
SMILES stringNC1=NC(=O)NC=C1F
InChI1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI keyXRECTZIEBJDKEO-UHFFFAOYSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H361
预防措施声明P281
危险分类Repr. 2
储存分类代码13 - Non Combustible Solids
WGKWGK 2
闪点(F)Not applicable
闪点(C)Not applicable
个人防护装备Eyeshields, Gloves, type N95 (US)
V900351Sigma-Aldrich5-FluorocytosineVetec, reagent grade, 99%894.46元/1 G;   2544.5元/5 G;   咨询

产品说明

包装

1, 5 g in poly bottle

生化/生理作用

具有抗真菌活性的核苷类似物。5-氟胞嘧啶通过胞嘧啶脱氨酶脱氨,得到 5-氟尿嘧啶,从而导致 RNA 错编。5-氟胞嘧啶抑制 DNA 和 RNA 的合成并干扰核糖体蛋白的合成。

法律信息

Vetec is a trademark of sigma-aldrich International GmbH

基本信息

经验(实验)分子式C4H4FN3O
分子量129.09
Beilstein127285
EC 号217-968-7
MDL编号MFCD00006035
PubChem化学物质编号329829763

产品性质

等级reagent grade
产品线Vetec
测定99%
mp298-300 ℃ (dec.) (lit.)
储存温度2-8℃
SMILES stringNC1=NC(=O)NC=C1F
InChI1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI keyXRECTZIEBJDKEO-UHFFFAOYSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H361
预防措施声明P281
危险分类Repr. 2
储存分类代码13 - Non Combustible Solids
WGKWGK 2
闪点(F)Not applicable
闪点(C)Not applicable
1272000USPFlucytosineUnited States Pharmacopeia (USP) Reference Standard3231.47元/200 MG;   咨询

产品说明

一般描述

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

生化/生理作用

具有抗真菌活性的核苷类似物。5-氟胞嘧啶通过胞嘧啶脱氨酶脱氨,得到 5-氟尿嘧啶,从而导致 RNA 错编。5-氟胞嘧啶抑制 DNA 和 RNA 的合成并干扰核糖体蛋白的合成。

分析说明

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

其他说明

Sales restrictions may apply.

基本信息

经验(实验)分子式C4H4FN3O
分子量129.09
Beilstein127285
MDL编号MFCD00006035
PubChem化学物质编号329749852
NACRESNA.24

产品性质

等级pharmaceutical primary standard
manufacturer/tradenameUSP
mp298-300 ℃ (dec.) (lit.)
application(s)pharmaceutical (small molecule)
格式neat
SMILES stringNC1=NC(=O)NC=C1F
InChI1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI keyXRECTZIEBJDKEO-UHFFFAOYSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H361
预防措施声明P280
危险分类Repr. 2
储存分类代码13 - Non Combustible Solids
WGKWGK 2
闪点(F)Not applicable
闪点(C)Not applicable
F0175000FlucytosineEuropean Pharmacopoeia (EP) Reference Standard1277.32元/ ;   咨询

产品说明

一般描述

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

生化/生理作用

具有抗真菌活性的核苷类似物。5-氟胞嘧啶通过胞嘧啶脱氨酶脱氨,得到 5-氟尿嘧啶,从而导致 RNA 错编。5-氟胞嘧啶抑制 DNA 和 RNA 的合成并干扰核糖体蛋白的合成。

包装

Unit quantity: 50 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

注意

Please find SDS provided by EDQM here..

其他说明

Sales restrictions may apply.

基本信息

经验(实验)分子式C4H4FN3O
分子量129.09
Beilstein127285
MDL编号MFCD00006035
PubChem化学物质编号329799634
NACRESNA.24

产品性质

等级pharmaceutical primary standard
manufacturer/tradenameEDQM
mp298-300 ℃ (dec.) (lit.)
application(s)pharmaceutical (small molecule)
格式neat
储存温度2-8℃
SMILES stringNC1=NC(=O)NC=C1F
InChI1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI keyXRECTZIEBJDKEO-UHFFFAOYSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H361
预防措施声明P280
危险分类Repr. 2
储存分类代码13 - Non Combustible Solids
WGKWGK 2
闪点(F)Not applicable
闪点(C)Not applicable
PHR1659SupelcoFlucytosinePharmaceutical Secondary Standard; Certified Reference Material1461.17元/1 G;   咨询

产品说明

一般描述

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Flucytosine is an antimycotic drug that can be effectively utilized against severe Candida and Cryptococcus infections.

应用

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Flucytosine may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques.

生化/生理作用

具有抗真菌活性的核苷类似物。5-氟胞嘧啶通过胞嘧啶脱氨酶脱氨,得到 5-氟尿嘧啶,从而导致 RNA 错编。5-氟胞嘧啶抑制 DNA 和 RNA 的合成并干扰核糖体蛋白的合成。

分析说明

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

其他说明

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

附注

To see an example of a Certificate of Analysis for this material enter LRAA5760 in the slot below. This is an example certificate only and may not be the lot that you receive.

基本信息

经验(实验)分子式C4H4FN3O
分子量129.09
Beilstein127285
EC 号217-968-7
MDL编号MFCD00006035
PubChem化学物质编号329823537

产品性质

质量水平300
等级certified reference material
pharmaceutical secondary standard
CofAcurrent certificate can be downloaded
包装pkg of 1 g
technique(s)HPLC: suitable
gas chromatography (GC): suitable
mp298-300 ℃ (dec.) (lit.)
application(s)pharmaceutical (small molecule)
格式neat
药典可追溯性traceable to PhEur F0175000
traceable to USP 1272000
储存温度2-30℃
SMILES stringNC1=NC(=O)NC=C1F
InChI1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChI keyXRECTZIEBJDKEO-UHFFFAOYSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H361
预防措施声明P281
危险分类Repr. 2
储存分类代码13 - Non Combustible Solids
WGKWGK 2
闪点(F)Not applicable
闪点(C)Not applicable
006215Fluorochem5-Fluorocytosine98%220元/1g;   242元/25g;   682元/100g;   6204元/1kg;   咨询

基本信息

CAS Number2022-85-7
MDL NumberMFCD00006035
Melting Point295-297℃

安全信息

图形或危害标志
危险性说明 H302: Harmful if swallowed.
H315: Causes skin irritation.
H319: Causes serious eye irritation.
H332: Harmful if inhaled.
H335: May cause respiratory irritation.
H361: Suspected of damaging fertility or the unborn child ..
防范说明 P201: Obtain special instructions before use.
P202: Do not handle until all safety precautions have been read and understood.
P233: Keep container tightly closed.
P260: Do not breathe .
P261: Avoid breathing .
P264: Wash hands thoroughly after handling.
P270: Do not eat, drink or smoke when using this product.
P271: Use only outdoors or in a well-ventilated area.
P280: Wear .
P281: Use personal protective equipment as required.
P301 + P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
P302 + P352: IF ON SKIN: Wash with plenty of soap and water.
P304: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing..
P304 + P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P308 + P313: IF exposed or concerned: Get medical advice/ attention.
P312: Call a POISON CENTER or doctor/physician if you feel unwell.
P321: Specific treatment (see relevant procedures. on this label).
P330: Rinse mouth.
P332 + P313: If skin irritation occurs: Get medical advice/ attention.
P337 + P313: If eye irritation persists: Get medical advice/attention.
P340: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362: Take off contaminated clothing and wash before reuse.
P403: Store in a well-ventilated place.
P403 + P233: Store in a well-ventilated place. Keep container tightly closed.
P405: Store locked up.
P501: Dispose of contents/container to in accordance with local regulation .
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