Rifampicin 利福平

CAS 13292-46-1 MFCD00151389

化学结构图

13292-46-1
SMILES: CN1CCN(CC1)/N=C/c1c2NC(=O)C(C)=CC=C[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@H](C=CO[C@@]3(C)Oc4c(c(c(c2O)c(O)c4C)c1O)C3=O)OC |c:16,t:18,38|

化学属性

Mol. FormulaC43H58N4O12
Mol. Weight822.95
Melting Point194
Density1.34

别名和识别编码

Chemical NameRifampicin
Synonym Dione 21-acetate NSC 113926 Rifampicin SV Rimactan Rimactizid Rifaldazin 利福平 Rifampicinum Rifadin Rifaprodin Rifinah Rifagen Rifampicin 3-(4-甲基-1-哌嗪基亚胺甲基)利福霉素SV 甲哌利福霉素 R/AMP Rifampin 8-(4-Methylpiperazinyliminomethyl) rifamycin SV Rifadine Rifobac L-5103 3-(4-甲基-1-哌嗪基亚胺甲基)利福霉素SV 利米定 甲哌利福霉素 3-[[(4-methyl-1-piperazinyl)imino]methyl]-rifamycin Rifa {haz Riforal Rifamycin AMP 3-(4-Methylpiperazinyliminomethyl)-rifamycin SV Sinerdol 利米定 Rifoldine Rimactane Archidyn Rimactazid
CAS Number13292-46-1
PubChem Substance ID87560354
EC Number236-312-0
Beilstein Registry Number5723476
MDL NumberMFCD00151389
Reaxys-RN5723476
Merck Number8216
Chemical Name Translation利福平
InChIKeyJQXXHWHPUNPDRT-WLSIYKJHSA-N
Wiswesser Line NotationT C6 B65-24- A D E 2BC G& AV LO NO F&VM OU B&U D&UMH&&&TJ DQ GQ IQ JI MI QO1 R1 SOV1 T1 UQ
LabNetwork Molecule IDLN01374931
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分类

  • {SNA} Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Chemical Structure Class, Core Bioreagents, Genetic Marker Selection, Life Science Reagents for Transfection, Macrolides,

产品应用

  • 抑制DNA的重组和蛋白质插进成熟的病毒颗粒。靠结合RNA聚合酶的β-亚单元抑制RNA合成的起始。

相关文献及参考

  • Su J, Yang X, Zheng T, Hong H., An efficient method to obtain axenic cultures of Alexandrium tamarense--a PSP-producing dinoflagellate. J. Microbiol. Methods 69 , 425-430, (2007) 摘要
  • Nature 224 , 1280, (1969) 摘要
  • Eberhard S, Drapier D, Wollman FA., Searching limiting steps in the expression of chloroplast-encoded proteins: relations between gene copy number, transcription, transcript abundance and translation rate in the chloroplast of Chlamydomonas reinhardtii. Plant J. 31 , 149-160, (2002) 摘要
  • Wegrzyn, A., et al., Differential inhibition of transcription from sigma70- and sigma32-dependent promoters by rifampicin. FEBS Lett. 440 , 172-174, (1998) 摘要
  • Merck: 14,8216
  • Biochim. Biophys. Acta 157 , 215, (1968) 摘要
  • Yuan L, Xu DQ., Stimulation effect of gibberellic acid short-term treatment on leaf photosynthesis related to the increase in Rubisco content in broad bean and soybean. Photosynth. Res. 68 , 39-47, (2001) 摘要
  • Wehrli, W., Rifampin: mechanisms of action and resistance. Rev. Infect. Dis. 5 , S407-S411, (1983)
  • Pfannschmidt, T., et al., The A and B forms of plastid DNA-dependent RNA polymerase from mustard ( Sinapis alba L. ) transcribe the same genes in a different developmental context. Mo
  • Proc. Natl. Acad. Sci. U. S. A. 63 , 1327, (1969) 摘要
  • Zicker AA, Kadakia CS, Herrin DL., Distinct roles for the 5' and 3' untranslated regions in the degradation and accumulation of chloroplast tufA mRNA: identification of an early intermediate in the in vivo degradation pathway. Plant Mol. Biol. 63 , 689-702, (2007) 摘要

安全信息

GHS Symbol
WGK Germany3
Hazard Codes Xn
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSVJ7000000
Precautionary statements
  • 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。
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • 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.....
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P332+P313
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338+P337+P313
  • P301+P312+P330
  • 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。
Signal word
Storage condition 0-10 0-10°C 储存温度 -20°C
Safety Statements
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • 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;
  • S36/37/39 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;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R22 Harmful if swallowed 吞咽有害
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 8400 mg/kg/60W-C
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Liver - tumors
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   43,293,1978

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 857 mg/kg
TOXIC EFFECTS :
   Gastrointestinal - nausea or vomiting
   Gastrointestinal - other changes
   Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
   JAMAAP JAMA, Journal of the American Medical Association.  (AMA, 535 N.
   Dearborn St., Chicago, IL 60610)  V.1-    1883-  Volume(issue)/page/year:
   240,2283,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 504 mg/kg/42D-I
TOXIC EFFECTS :
   Behavioral - muscle weakness
   Lungs, Thorax, or Respiration - dyspnea
   Blood - aplastic anemia
REFERENCE :
   AJMEAZ American Journal of Medicine.  (Technical Pub., 875 Third Ave., New
   York, NY 10022) V.1-    1946-  Volume(issue)/page/year: 87,459,1989

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 416 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CMTRAG Chemotherapia.  (Basel, Switzerland)  V.1-12, 1960-67.  For publisher
   information, see CHTHBK.  Volume(issue)/page/year: 12,155,1967

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 2120 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ACHTA6 Antibiotica et Chemotherapia (Basel, 1954-70).  (Basel, Switzerland)
   V.1-16, 1954-70.  For publisher information, see ANBCB3.
   Volume(issue)/page/year: 16,316,1970

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 250 mg/L
REFERENCE :
   IJEBA6 Indian Journal of Experimental Biology.  (Pu

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 250 mg/L
REFERENCE :
   IJEBA6 Indian Journal of Experimental Biology.  (Publications & Information
   Directorate, CSIR, Hillside Rd., New Delhi 110 012, India)  V.1-    1963-
   Volume(issue)/page/year: 22,350,1984

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 10 ug/kg
REFERENCE :
   JANTAJ Journal of Antibiotics.  (Japan Antibiotics Research Assoc., 2-20-8
   Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan)  V.2-5, 194

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 100 mg/L
REFERENCE :
   PNASA6 Proceedings of the National Academy of Sciences of the United States
   of America.  (National Academy of Sciences, Printing & Pub. Office, 2101
   Constitution Ave., Washington, DC 20418) V.1-    1915-
   Volume(issue)/page/year: 79,1101,1982

TYPE OF TEST            : Phage inhibition capacity
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 60 ng/plate
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   43,2819,1983

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - rat Liver
DOSE/DURATION           : 100 mg/L
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Vol

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 800 mg/kg
SEX/DURATION            : female 9-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - urogenital system
REFERENCE :
   PRTUAX Problemy Tuberkuleza.  Problems of Tuberculosis.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1923-
   Volume(issue)/page/year: 69(2),67,1991

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 2600 mg/kg
SEX/DURATION            : female 6-18 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured
   before birth)
REFERENCE :
   ACHTA6 Antibiotica et Chemotherapia (Basel, 1954-70).  (Basel, Switzerland)
   V.1-16, 1954-70.  For publisher information, see ANBCB3.
   Volume(issue)/page/year: 16,316,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1400 mg/kg
SEX/DURATION            : female 4-10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   CHDDAT Comptes Rendus des Seances de l'Academie des Sciences, Serie D:
   Sciences Naturelles.  (Paris, Franc

其他信息

  • 溶解度: 1.3 mg/mL水 pH 4.3、2.5 mg/mL水 pH 7.3、100 mg/mL DMSO。

系列性分类


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