Nitrofurantoin 呋喃妥英

CAS 67-20-9 MFCD00003224

化学结构图

67-20-9
SMILES: O=C1CN(/N=C/c2ccc([N+](=O)[O-])o2)C(=O)N1

化学属性

Mol. FormulaC8H6N4O5
Mol. Weight238.16 g/mol
Melting Point268°C
TSCAYes
Solubility<0.01 G/100 ML AT 19 ºC
Density0.915
Stability对光敏感
Appearance crystalline 橙黄色针状结晶。熔点270-272℃（分解）。在100ml下列溶剂中可溶解的毫克数：水19.0，95%乙醇51.0，丙酮510，DMF8000。几乎不溶于氯仿。遇光颜色变深，无臭，味苦。

别名和识别编码

Chemical NameNitrofurantoin
MDL NumberMFCD00003224
CAS Number67-20-9
Synonym 1-(((5-nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione 1-(((5-nitro-2-furanyl)methylene)amino)-4-imidazolidinedione 1-((5-nitrofurfurylidene)amino)-hydantoi 1-[(5-Nitrofurfurylidene)amino]hydantoin; 1-(((5-Nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione 1-[(5-硝基-2-呋 1-[[(5-硝基-2-呋喃基)亚甲基]氨基]-2,4-咪唑烷二酮 2,4-Imidazolidinedione, 1-(((5-nitro-2-furanyl)methylene)amino)- Dantafur N-(5-NITRO-2-FURFURYLIDENE)-1-AMINOHYDANTOIN N-(5-硝基-2-呋喃亚甲基)-1-氨基海因 呋喃坦啶 硝基呋喃妥因 NCI-C55196 Nitrofurantoin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
PubChem Substance ID125307704
Beilstein Registry Number22(5)5,224
EC Number200-646-5
Reaxys-RN290482
Merck Number6599
Chemical Name Translation呋喃妥英
Wiswesser Line NotationT5OJ BNW E1UN- AT5NVMV EHJ
Canonical SMILESO=C1NC(CN1/N=C/C2=CC=C([N+]([O-])=O)O2)=O
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分类

  • {SNA} Analytical Standards, Chromatography, Pharmaceutical Standards, Pharmacopeia Standards, USP Standards, USP Standards N - O, 分析/色谱
  • {SNA} Antibacterial, Antibiotics A to Z, Antibiotics N-S, Interferes with Cell Wall Synthesis, Interferes with DNA Synthesis, Interferes with Protein Synthesis, L - Z, Mechanism of Action, Spectrum of Activity, 抗生素, 生化试剂
  • {SNA} Additional Standards, Analytical Standards, Chromatography, Food and Cosmetic Component Standards, Pharmaceutical Secondary Standards, Pharmaceutical Standards, Pharmacopeia Metrological Institutes Standa

产品应用

  • 本品为合成抗菌药，抗菌谱较广，对大多数革兰阳性菌及阴性菌均有抗菌作用，如金葡菌、大肠杆菌、白色葡萄球菌及化脓性链球菌等。临床上用于敏感菌所致的泌尿系统感染，如肾盂肾炎、尿路感染、膀胱炎及前列腺炎等。
  • 校准仪器和装置；评价方法；工作标准；质量保证/质量控制；其他。

相关文献及参考

  • Merck: 14,6599
  • Merck: 14,6599 Beilstein:22(5)5,224

安全信息

RTECSMU2800000
GHS Symbol
Precautionary statements
  • 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。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P302+P352+P333+P313+P362+P364
  • P308+P313
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P405 Store locked up. 上锁保管。
  • P304+P341
  • P301+P312+P330
Hazard statements
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H302 Harmful if swallowed 吞食有害
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
WGK Germany1
Signal word
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • 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）；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • 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
  • R42/43
Storage condition 0-6°C 2-8°C Light Sensitive & Hygroscopic 棕色螺口小玻璃瓶包装，冷藏、避光、干燥条件下保存。
Hazard Codes Xn
Packing GroupIII
Hazard Class6.1(b)
UN Number 2811 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 21630 mg/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Reproductive - Tumorigenic effects - ovarian tumors
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-341,1989

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 135 gm/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Skin and Appendages - tumors
REFERENCE :
   CALEDQ Cancer Letters (Shannon, Ireland).  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1975- Volume(issue)/page/year:
   21,303,1984

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 10815 mg/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Kidney, Ureter, Bladder - tumors
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-341,1989

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - species unspecified
DOSE/DURATION           : 250 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   BCFAAI Bollettino Chimico Farmaceutico.  (Societa Editoriale Farmaceutica,
   Via Ausonio 12, 20123 Milan, Italy)  V.33-    1894- Volume(issue)/page/year:
   102,505,1963

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 42 mg/kg/6W-I
TOXIC EFFECTS :
   Liver - hepatitis (hepatocellular necrosis), diffuse
   Liver - jaundice, other or unclassified
   Liver - liver function tests impaired
REFERENCE :
   MJAUAJ Medical Journal of Australia.  (Australasian Medical Pub. Co. Ltd.,
   71-79 Arundel St., Glebe, N.S.W., Australia)  V.1-    1914-
   Volume(issue)/page/year: 156

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 29 mg/kg/20D-I
TOXIC EFFECTS :
   Brain and Coverings - increased intracranial pressure
   Sense Organs and Special Senses (Eye) - visual field changes
   Behavioral - somnolence (general depressed activity)
REFERENCE :
   DICPBB Drug Intelligence and Clinical Pharmacy.  (POB 42435, Cincinnati, OH
   45242)  V.3-    1969-  Volume(issue)/page/year: 22,345,1988

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 40 mg/kg/2W-I
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - interstitial nephritis
   Kidney, Ureter, Bladder - proteinuria
   Blood - changes in leukocyte (WBC) count
REFERENCE :
   LANCAO Lancet.  (7 Adam St., London WC2N 6AD, UK)  V.1-    1823-
   Volume(issue

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 120 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 244,55,1990

TYPE OF TEST            : Phage inhibition capacity
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 500 ug/L
REFERENCE :
   CHDDAT Comptes Rendus des Seances de l'Academie des Sciences, Serie D:
   Sciences Naturelles.  (Paris, France)  V.262-291, 1966-80.  For publisher
   information, see CRASEV.  Volume(issue)/page/year: 272,886,1971

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Mold - Aspergillus nidulans
DOSE/DURATION           : 1 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 26,159,1974

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 100 ng/plate
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-341,1989

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 2 ug/disc
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 97,1,1982

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TYPE OF TEST            : Host-mediated assay
TEST SYSTEM             : Rodent - rat Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 500 mg/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands)

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 87500 ug/kg
SEX/DURATION            : male 5 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Fertility - pre-implantation mortality (e.g. reduction in
   number of implants per female; total number of implants per corpora lutea)
REFERENCE :
   PESTD5 Proceedings of the European Society of Toxicology.  (Amsterdam,
   Netherlands)  V.16-18, 1975-77.  Discontinued.  Volume(issue)/page/year:
   17,405,1976

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 75 mg/kg
SEX/DURATION            : female 9-11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - skin and skin
   appendages
REFERENCE :
   SEIJBO Senten Ijo.  Congenital Anomalies.  (Nippon Senten Ijo Gakkai, c/o
   Kinki Daigaku Igakubu Kaibagaku Kyoshitsu, 380 Nishiyama, Sayama-cho,
   Mirami-Kawach

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1740 mg/kg
SEX/DURATION            : male 8 week(s) pre-mating
                          female 2 week(s) pre-mating  - 2 week(s) after
                          conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   JTEHD6 Journal of Toxicology and Environmental Health.  (Hemisphere Pub.,
   1025 Vermont Ave., NW, Washington, DC 20005)  V.1-    1975/76-
   Volume(

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1920 mg/kg
SEX/DURATION

其他信息

  • 用途三:本品为合成抗菌药，抗菌谱较广，对大多数革兰阳性菌及阴性菌均有抗菌作用，如金葡菌、大肠杆菌、白色葡萄球菌及化脓性链球菌等。临床上用于敏感菌所致的泌尿系统感染，如肾盂肾炎、尿路感染、膀胱炎及前列腺炎等。 校准仪器和装置；评价方法；工作标准；质量保证/质量控制；其他。
  • MSDS 信息:Nitrofurantoin(67-20-9).msds
  • 上游原料:丙酮 --> 水合肼 --> 氯乙酸乙酯 --> 糠醛 --> 氨基脲 --> 5-硝基糠醛二乙酸酯 --> 丙酮缩氨基脲
  • 用途一:是优良的抗菌药，抗菌谱较广，适用于泌尿道感染，如肾盂肾炎、肾盂炎及膀胱炎等
  • 方法一:由水合肼与尿素缩合生产氨基脲，再与丙酮缩合制得丙酮缩氨基脲。然后与氯乙酸乙酯环合成丙酮缩乙内酰脲，经水解后与5-硝基糠醛二乙酸酯缩合得呋喃妥因。
  • 在100ml下列溶剂中可溶解的毫克书：水19.0，95%乙醇51.0，丙酮510，DMF8000。几乎不溶于氯仿。遇光颜色变深，无色，味苦。
  • color:yellow
  • Sigma Aldrich:67-20-9(sigmaaldrich)
  • 用途二:该品是一种优良的抗菌药物，口服后吸收迅速而完全，排泄也较快，在尿中排出量可达40-50%，常用于治疗各种敏感细菌引起的尿路感染，对以大肠杆菌引起的急性尿路感染，疗效较好。
  • 呋喃妥因价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2010/05/25 B24079 呋喃妥英, 98% Nitrofurantoin, 98% 500g 5446元 2010/05/25 B24079 呋喃妥英, 98% Nitrofurantoin, 98% 25g 403元 2010/05/25 B24079 呋喃妥英, 98% Nitrofurantoin, 98% 100g 1330元
  • Alfa Aesar:呋喃妥英,98% Nitrofurantoin, 98%(67-20-9)
  • MOL 文件:67-20-9.mol

系列性分类

  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics N-S - Antibiotics A to Z
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Mechanism of Action - Antibiotics
  4. Interferes with Cell Wall Synthesis - Mechanism of Action
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Mechanism of Action - Antibiotics
  4. Interferes with Protein Synthesis - Mechanism of Action
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Pharmaceutical Standards - Chromatography
  5. Pharmaceutical Secondary Standards - Pharmaceutical Standards

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