Chlordiazepoxide [USP:INN:BAN:JAN] 利眠宁溶液,100ppm

CAS 58-25-3 MFCD00481188

化学结构图

58-25-3
SMILES: CN=C1CN(O)C(c2ccccc2)=c2cc(Cl)ccc2=N1

化学属性

Mol. FormulaC16H14ClN3O
Mol. Weight299.78
Appearance 淡黄色结晶性粉末。熔点236- 236.5℃,溶于乙醚、氯仿或二氯甲烷,微溶于水。有微臭,味极苦。其盐酸盐,[438-41-5],为白色晶状粉末,熔点213℃,易溶于水。

别名和识别编码

Chemical NameChlordiazepoxide
CAS Number58-25-3
Synonym CHLOR 3H-1,4-Benzodiazepine, 7-chloro-2-(methylamino)-5-phenyl-, 4-oxide Control 7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepine 4-oxide 7-氯-2-甲氨基-5-苯基-3H-1,4-二氮杂 利勃灵 甲氨二氮杂 CHLORODIAZEPOXIDE Clopoxide CHLORDIAZEPOXIDE 7-Chloro-2-(methylamino)-5-phenyl-3H-1,4-benzodiazepine-4-oxide; 10-Chloro-3-hydroxy-N-methyl-2-phenyl-3,6-diazabicyclo[5.4.0]undeca-1,6,8,10-tetraen-5-im 7-chloro-n-methyl-5-phenyl-3h-1,4-benzodiazepin-2-amine4-oxide -4-氧化物 Mildmen 7-Cloro-2-metilamino-5-fenil-3H-1,4 利眠宁 Azepoxide-d5 7-Chloro-N-methyl-5-phenyl-3H-1,4-benzodiazepin-2-amine 4-oxide 甲氨二氮卓 Chlorodiazepoxide 10-chloro-3-hydroxy-n-methyl-2-phenyl-3,6-diazabicyclo[5.4.0]undeca-1,6,8,10-tetrae 7-chlor-2-methylamino-5-phenyl-3h-1,4-benzodiazepin-4-oxid Elenium 7-cloro-2-metilamino-5-feni Helogaphen Ifibrium Multum Methaminodiazepoxide Balance AURORA KA-6744 7-Chlo Decacil 3H-1,4-Benzodiazepin-2 7-Chloro-N-methyl-5-phenyl-3H-1,4-benzodi-azepin-2-amine4-oxide {Chemicalbook 7-chloro-2-(methylamino)-5-phenyl-3h-1,4-benzodiazepine-4-oxide Radepur EDEN 3H-1,4-Benzodiazepine, 2-methylamino-7-chloro-5-phenyl-4-oxide 4-benzodiazepin-2-amine,7-chloro-n-methyl-5-phenyl-3h-4-oxide 4-benzodiazepine,7-chloro-2-(methylamino)-5-phenyl-3h-4-oxide 氯氮 7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepin-4-oxide 7-氯-2-甲氨基-5-苯基-3H-1,4-苯并二氮杂卓-4-氧化物 Chlordiazepoxide Abboxide
EC Number200-371-0
MDL NumberMFCD00481188
Chemical Name Translation利眠宁溶液,100ppm
InChIKeyANTSCNMPPGJYLG-UHFFFAOYSA-N
Wiswesser Line NotationT67 GN JN IHJ CG HM1 JO KR
PubChem Substance ID2712
InChIInChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9,21H,10H2,1H3
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分类

  • Aromatics
  • Heterocycles
  • Pharmaceuticals
  • Intermediates & Fine Chemicals,

产品应用

  • Controlled substance (depressant). Anxiolytic. Prototype of the benzodiazepine anxiolytics.

相关文献及参考

  • MacDonald, A., et al.: Anal. Profiles Drug Subs., 1, 15 (1972),
  • Greenblatt, D.J., et al.: Clin. Pharmacokinet., 3, 381 (1978),

安全信息

Packing GroupIII
Hazard Class6.1(b)
UN Number 3249
Restrict {} 精神药品 精麻类化学品
RTECSDE9275000
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Parenteral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 700 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 143 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ARZNAD Arzneimittel-Forschung. Drug Research.  (Editio Cantor Verlag,
   Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.)  V.1-    1951-
   Volume(issue)/page/year: 17,242,1967

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human
DOSE/DURATION           : 2 mg/kg/2D
TOXIC EFFECTS :
   Behavioral - sleep
   Behavioral - ataxia
REFERENCE :
   JLSMAW Journal of the Louisiana State Medical Society.  (New Orleans, LA)
   V.105-134, 1953-82.  Volume(issue)/page/year: 112,142,1960

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #3966793

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 366 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,248,1982

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 40 mg/kg/24H
REFERENCE :
   CARYAB Caryologia.  (Via G. LaPira 4, 50121 Florence, Italy)  V.1-    1948-
   Volume(issue)/page/year: 39,193,1986

TYPE OF TEST            : Dominant lethal test
ROUTE OF EXPOSURE       : Unreported
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 400 mg/kg
REFERENCE :
   CYGEDX Cytology and Genetics (English Translation).  Translation of TGANAK.
   (Allerton Press Inc., 150 Fifth Ave., New York, NY 10011)  V.8-    1974-
   Volume(issue)/page/year: 10(4),72,1976

TYPE OF TEST            : Sperm Morphology
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 300 mg/kg/15D (Continuous)
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volume(issue)/page/year: 36,45,1983

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 20 mg/kg
REFERENCE :
   CYTBAI Cytobios. (Faculty Press, 88 Regent St., Cambridge, UK)  V.1- 1969- 
   Volume(issue)/page/year: 36,73,1983

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Unreported
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 400 mg/kg
REFERENCE :
   CYGEDX Cytology and Genetics (English Translation).  Translation of TGANAK.
   (Allerton Press Inc., 150 Fifth Ave., New York, NY 10011)  V.8-    1974-
   Volume(issue)/page/year: 10(4),72,1976

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 20 mg/kg
SEX/DURATION            : female 13-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
   Reproductive - Effects on Newborn - behavioral
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: 32,184,1994

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 150 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   DGDFA5 Development, Growth & Differentiation.  (Japan Pub. Trading Co.
   (USA), 1255 Howard St., San Francisco, CA 94103)  V.11-    1969-
   Volume(issue)/page/year: 22,61,1980

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - hamster
DOSE                    : 2410 mg/kg
SEX/DURATION            : female 8 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   LIFSAK Life Sciences.  (Pergamon Press Inc., Maxwell House, Fairview Park,
   Elmsford, NY 10523) V.1-8, 1962-69; V.14-    1974- Volume(issue)/page/year:
   29,2141,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE

其他信息

  • MOL 文件:58-25-3.mol
  • Sigma Aldrich:58-25-3(sigmaaldrich)
  • 用途一:本品为弱安定药,具有镇静、抗焦虑、抗惊厥及肌肉松驰作用。主要用于治疗焦虑症,强迫性神经官能症、神经衰弱失眠及高血压等。与其他抗癫痫药合用可抑制癫痫大发作或小发作。长期大量服用可成瘾。
  • 方法一:将2-氨基-5-氯-二苯甲酮与盐酸羟胺在乙醇中回流反应10小时,得到2-氨基-5-氯-二苯酮肟,再经环合、扩环而得。粗品用乙醇重结晶,活性炭脱色,即得成品。
  • 上游原料:2-氨基-5-氯二苯甲酮 --> 2-氨基-5-氯二苯酮肟

系列性分类


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