氟胞嘧啶

  • 基本信息
  • 制备方法及用途
  • 物化性质
  • 安全信息
  • 毒理性
  • MSDS
  • 海关数据
  • 结构与计算化学
  • 上游产品
  • 下游产品
  • 表征图谱

氟胞嘧啶 基本信息

中文名称:
氟胞嘧啶 
中文别名:
5-氟胞嘧啶;
4-氨基-5-氟-2(1H)-嘧啶酮氟胞嘧啶安拉喷5-氟氧胺嘧啶5-氟胞嗪4-氨基-5-氟嘧啶酮-2(1H);
5-氟氧胺嘧啶;
氟胞嘧啶;
4-氨基-5-氟-2(1H)-嘧啶酮;
安拉喷;
5-氟胞嗪;
4-氨基-5-氟嘧啶酮-2(1H) 
英文名称:
fluorocytosine
英文别名:
flucytosine;
4-amino-5-fluoro-2-pyrimidone;
Flucytosin;
4-amino-5-fluoro-1,2-dihydropyrimidin-2-one;
Fluocytosine;
4-amino-5-fluoro-2(1H)-pyrimidinone,Flucytosine;
4-Amino-5-fluoro-2(1H)-pyrimidinone;
Fluorcytosine;
4-Amino-5-fluoro-2-hydroxypyrimidine;
4-amino-5-fluoro-2(1H)-pyrimidinone,5-Fluorocytosine,Flucytosine;
Ancotil;
5-Fluorocytosine;
6-amino-5-fluoro-1H-pyrimidin-2-one;
Flucytosine;
5-Fluorocytosin;
Ancobon;
5-Fluorocystosine 
CAS No.:
2022-85-7
分 子 式:

C4H4FN3O

分 子 量:
129.09
精确分子量:
129.03400
PSA:
71.77000
MDL:
MFCD00006035
EINECS:
217-968-7
BRN:
127285
InChI:
InChI=1/C4H4FN3O/c5-8-2-1-3(6)7-4(8)9/h1-2H,(H2,6,7,9)
危险品标志:

HarmfulXnToxicTIrritantXi

风险术语:

R40;R36/37/38;

安全术语:

S22;S24/25;S45;S36/37;S36/37/39;S27;S26<

分子结构式:
SDS:
查看

氟胞嘧啶 制备方法及用途

制备方法

1.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。

合成制备方法

1.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。

用途简介

主要用于皮肤黏膜念珠菌病、念珠菌心内膜炎、念珠菌关节炎、隐球菌脑膜炎和着色真菌病。抗真菌药。

用途

1.抗真菌药。主要用于皮肤黏膜念珠菌病、念珠菌心内膜炎、念珠菌关节炎、隐球菌脑膜炎和着色真菌病。用药期间应定期检查血象。肝、肾功能不全血液病患者及孕妇慎用;严重肾功能不全患者禁用。

氟胞嘧啶 物化性质

外观与性状:
白色结晶固体
密度:
1.73g/cm3
熔点:
298-300 °C (dec.)(lit.)
沸点:
298ºC
闪点:
96.4°C
水溶解性:
1.5g/100mL (25 ºC)
折射率:
1.613
蒸汽压:
0.0492mmHg at 25°C
存储条件/存储方法:

保持贮藏器密封、储存在阴凉、干燥的地方,确保工作间有良好的通风或排气装置

 

稳定性相关:

如果遵照规格使用和储存则不会分解,未有已知危险反应,避免氧化物

        

其它信息:

1.       性状:晶体状粉末

2.       密度(g/mL,25ºC):未确定

3.       相对蒸汽密度(g/mL,空气=1):未确定

4.       熔点(ºC):297

5.       沸点(ºC):未确定

6.       沸点(ºC,2mmHg):未确定

7.       折射率:未确定

8.       闪点(°F):未确定

9.       比旋光度(ºF):未确定

10.    自燃点或引燃温度(ºC):未确定

11.    蒸气压(kPa,20ºC):未确定

12.    饱和蒸气压(kPa,25ºC):未确定

13.    燃烧热(KJ/mol):未确定

14.    临界温度(ºC):未确定

15.    临界压力(KPa):未确定

16.    油水(辛醇/水)分配系数的对数值:未确定

17.    爆炸上限(%,V/V):未确定

18.    爆炸下限(%,V/V):未确定

19.    溶解性:能溶解于水的,在乙醇中微溶;在氯仿、乙醚中几乎不溶;在稀盐酸或稀氢氧化钠溶液中易溶。

氟胞嘧啶 安全信息

海关代码:
2933599090
WGK_Germany:
2
德国有关水污染物质的分类清单
危险类别码:
R40
安全说明:
S22-S24/25-S45-S36/37
RTECS号:
HA6040000
安全标志:
S22:不要吸入粉尘。
S24/25:防止皮肤和眼睛接触。
危险标志:
Xn:Harmful

氟胞嘧啶 毒理性

CHEMICAL IDENTIFICATION

RTECS NUMBER :
HA6040000
CHEMICAL NAME :
Cytosine, 5-fluoro-
CAS REGISTRY NUMBER :
2022-85-7
LAST UPDATED :
199801
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C4-H4-F-N3-O
MOLECULAR WEIGHT :
129.11
WISWESSER LINE NOTATION :
T6MVNJ DZ EF

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
1080 mg/kg/10D-I
TOXIC EFFECTS :
Brain and Coverings - other degenerative changes Behavioral - changes in motor activity (specific assay) Behavioral - ataxia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>15 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3811 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3336 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>600 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>15 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1190 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Yeast - Saccharomyces cerevisiae
DOSE/DURATION :
8 mg/L
REFERENCE :
MGGEAE Molecular and General Genetics. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.99- 1967- Volume(issue)/page/year: 146,253,1976 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X6122 No. of Facilities: 53 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 1033 (estimated) No. of Female Employees: 480 (estimated)
毒理学数据:

1、急性毒性:女人经口TDLo:1080mg/kg/10D-I;大鼠经口LD50:>15mg/kg;大鼠经腹腔LD50:3811mg/kg;大鼠经皮下LD50:3336mg/kg;大鼠经静脉LD50:>600mg/kg;小鼠经口LC50:>15mg/kg;小鼠经腹腔LC50:1190mg/kg;小鼠经皮下LC50:1mg/kg;小鼠经静脉LC50:500mg/kg;

2、致突变性

   微生物的DNA抑制:100mg/L;

微生物突变:100mg/L;

   酿酒酵母突变:8mg/L。

生态数据:

对水是稍微有危害的不要让未稀释或大量的产品接触地下水、水道或者污水系统,若无政府许可,勿将材料排入周围环境。

氟胞嘧啶 MSDS

Name: 5-Fluorocytosine 98% Material Safety Data Sheet
Synonym:
CAS: 2022-85-7
Section 1 - Chemical Product   MSDS Name:5-Fluorocytosine 98% Material Safety Data Sheet
Synonym:

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
2022-85-7 5-Fluorocytosine 217-968-7
Hazard Symbols: XN
Risk Phrases: 40

Section 3 - HAZARDS IDENTIFICATION
  EMERGENCY OVERVIEW
Limited evidence of a carcinogenic effect.Light sensitive.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
No hazard expected in normal industrial use.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Prolonged or repeated exposure may cause adverse reproductive effects.

Section 4 - FIRST AID MEASURES
  Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

Section 5 - FIRE FIGHTING MEASURES
  General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
  General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

Section 7 - HANDLING and STORAGE
  Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Store protected from light.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Keep refrigerated. (Store below 4C/39F.)

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
  Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2022-85-7: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
 
Physical State: Solid
Color: white
Odor: odorless
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 296 deg C dec
Autoignition Temperature: Not available.
Flash Point: 296 deg C ( 564.80 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 296 deg C
Solubility in water: IN WATER: 1.5 G/100 ML (25C)
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 129.09

Section 10 - STABILITY AND REACTIVITY
  Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, light, excess heat, exposure to flame.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen cyanide, carbon monoxide, oxides of nitrogen, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

Section 11 - TOXICOLOGICAL INFORMATION
  RTECS#:
CAS# 2022-85-7: HA6040000 LD50/LC50:
CAS# 2022-85-7: Oral, rat: LD50 = >15 gm/kg.
Carcinogenicity:
5-Fluorocytosine - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION
 

Section 13 - DISPOSAL CONSIDERATIONS
  Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
 
IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

Section 15 - REGULATORY INFORMATION
 
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 40 Limited evidence of a carcinogenic effect.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 2022-85-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2022-85-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2022-85-7 is not listed on the TSCA inventory.
It is for research and development use only.


SECTION 16 - ADDITIONAL INFORMATION
N/A

氟胞嘧啶 海关数据

中国海关编码:2933599090

概述:
2933599090. 其他结构上有嘧啶环的化合物(包括其他结构上有哌嗪环的化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素:
品名, 成分含量, 用途, 乌洛托品请注明外观, 6-己内酰胺请注明外观, 签约日期
摘要/Summary:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

氟胞嘧啶 分子结构与计算化学数据

计算化学数据

1.疏水参数计算参考值(XlogP):-0.9

2.氢键供体数量:2

3.氢键受体数量:3

4.可旋转化学键数量:0

5.互变异构体数量:9

6.拓扑分子极性表面积67.5

7.重原子数量:9

8.表面电荷:0

9.复杂度:208

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

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产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:99% 包装信息:1kg铝箔袋/氟化瓶,10kg铝听/纸箱,25kg纸板桶/编织袋/塑料桶 价格:1.0元 - 25.0元
联系方式:
联系人:张经理 电话:027-59209883 手机:17386169806

湖北云镁科技有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:99% 包装信息:1kg铝箔袋/氟化瓶,10kg铝听/纸箱,25kg纸板桶/编织袋/塑料桶 价格:1.0元 - 25.0元
联系方式:
联系人:方经理 电话:027-59206672 手机:18327059871

特斯科化工(湖北)有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:99% 包装信息:1kg袋,25kg桶 价格:洽谈
联系方式:
联系人:郑先生 电话:18971353902 手机:18971353902

武汉卡诺斯科技有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:99% 包装信息:25千克 价格:400.0元
联系方式:
联系人:尚文 电话:153-37111468 手机:15337111468

山东宸宜环保科技有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:98 包装信息:桶kg 价格:洽谈
联系方式:
联系人:刘亚东 电话:13395316108 手机:13395316108

南京化学试剂股份有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:99.0% 包装信息:500g 价格:洽谈
联系方式:
联系人:南试 电话:025-58369808 手机:13813995600

上海吉至生化科技有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:99% 包装信息:100gea,1gea,25gea,5gea 价格:28.0元 - 208.0元
联系方式:
联系人:江珊 电话:021-57520831 手机:15316869680

新乡市翌诚生物科技有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度: 包装信息:25kg,10kg,1kg 价格:洽谈
联系方式:
联系人:朱性峰 电话:0373-6014999 手机:18937330588

武汉泽诺生物科技有限公司

产品介绍:
产品名称:5-氟胞嘧啶 Cas号:2022-85-7 纯度:≥99% 包装信息:25公斤 价格:洽谈
联系方式:
联系人:吴经理 电话:027-87781970 手机:13657284589