1-(2,4-Dichlorobenzyl)-1H-Indazole-3-Carboxylic Acid N-(2,4-二氯苯基)-1H-吲唑-3-羧酸

CAS 50264-69-2 MFCD00866285

化学结构图

50264-69-2
SMILES: OC(=O)C1=NN(CC2=CC=C(Cl)C=C2Cl)C2C=CC=CC=21

化学属性

Mol. FormulaC15H10Cl2N2O2
Mol. Weight321

别名和识别编码

Chemical Name1-(2,4-Dichlorobenzyl)-1H-Indazole-3-Carboxylic Acid
CAS Number50264-69-2
Alfabeta NameDICHLOROBENZYLINDAZOLECARBOXYLICACID H12413()------,
MDL NumberMFCD00866285
Synonym 1-(2,4-Dichlorbenzyl)-indazole-3-carboxylic acid 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carboxylic acid 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carboxylic acid Diclondazolic acid 1H-Indazole-3-carboxylic acid, 1-((2,4-dichlorophenyl)methyl)- AF 1890 DICA Diclondazolic acid Doridamina Lonidamine
PubChem Substance ID24278515
EC Number256-510-0
Wiswesser Line NotationT56 BNNJ B1R BG DG& DVQ
Beilstein Registry Number0894483
Chemical Name TranslationN-(2,4-二氯苯基)-1H-吲唑-3-羧酸
LabNetwork Molecule IDLN00175707
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分类

  • Aerobic Glycolysis (the Warburg Effect), Bioactive Small Molecules, Biochemicals and Reagents, Cancer Metabolism, Cancer Research, Cell Biology, Cell Signaling and Neuroscience, Cell Stress, D to K, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, Hexokinase (mitochondrial), cellular respiration, and glycolysis, Hexokinase Inhibitors, Inhibitors of Aerobic Glycolysis (the Warburg Effect), L, Mitochondrial Inhibitors, Nitric Oxide and Cell Stress
  • {SNA} D to K, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Hexokinase (mitochondrial), cellular respiration, and glycolysis, 一氧化氮和细胞应激,

相关文献及参考

  • [2]. Nancolas B, et al. The anti-tumour agent lonidamine is a potent inhibitor of the mitochondrial pyruvate carrier and plasma membrane monocarboxylate transporters. Biochem J. 2016 Apr 1;473(7):929-36.
  • 1. Floridi, A., and Lehninger, A.L., Action of the antitumor and antispermatogenic agent lonidamine on electron transport in Ehrlich ascites tumor mitochondria Arch. Biochem. Biophys. 226 , 73-83, (1983) 摘要
  • Ben-Horin, H., et al. Cancer Res. 55 , 2814, (1995) 摘要
  • Besner, J.G., et al. Drug Metab. Rev. 29 , 219, (1997) 摘要
  • Merck 14 ,5568
  • Pulselli, R., et al. Anticancer Res. 16 , 419, (1996) 摘要
  • [1]. Guo L, et al. Inhibition of Mitochondrial Complex II by the Anticancer Agent Lonidamine. J Biol Chem. 2016 Jan 1;291(1):42-57.
  • [1]. Guo L, et al. Inhibition of Mitochondrial Complex II by the Anticancer Agent Lonidamine. J Biol Chem. 2016 Jan 1;291(1):42-57.
  • [2]. Nancolas B, et al. The anti-tumour agent lonidamine is

安全信息

Warnings IRRITANT
RTECSNK7886000
WGK Germany3
GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P308+P313
Signal word Danger
Hazard statements
  • H351 Suspected of causing cancer 怀疑致癌
  • H302 Harmful if swallowed 吞食有害
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
Hazard Codes T
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • 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;
  • 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);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R60 May impair fertility 可能降低生殖能力
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 435 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Sense Organs and Special Senses (Eye) - ptosis
   Behavioral - changes in motor activity (specific assay)
REFERENCE :
   CHTHBK Chemotherapy (Basel).  (S. Karger Pub., Inc., 79 Fifth Ave., New
   York, NY 10003) V.13-    1968-  Volume(issue)/page/year: 27(Suppl 2),91,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1700 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Sense Organs and Special Senses (Eye) - ptosis
   Behavioral - changes in motor activity (specific assay)
REFERENCE :
   CHTHBK Chemotherapy (Basel).  (S. Karger Pub., Inc., 79 Fifth Ave., New
   York, NY 10003) V.13-    1968-  Volume(issue)/page/year: 27(Suppl 2),91,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 525 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Sense Organs and Special Senses (Eye) - ptosis
   Behavioral - changes in motor activity (specific assay)
REFERENCE :
   CHTHBK Chemotherapy (Basel).  (S. Karger Pub., Inc., 79 Fifth Ave., New
   York, NY 10003) V.13-    1968-  Volume(issue)/page/year: 27(Suppl 2),91,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 900 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Sense Organs and Special Senses (Eye) - ptosis
   Behavioral - changes in motor activity (spec

TYPE OF TEST            : Sperm Morphology
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 250 mg/kg/5D (Continuous)
REFERENCE :
   EXMPA6 Experimental and Molecular Pathology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802)  V.1-    1962-  Volume(issue)/page/year:
   23,357,1975

TYPE OF TEST            : Sperm Morphology
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Primate - monkey
DOSE/DURATION           : 250 mg/kg/5D
REFERENCE :
   JRPFA4 Journal of Reproduction and Fertility.  (Biochemical Soc. Book Depot,
   POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1960-
   Volume(issue)/page/year: 52,275,1978

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Leukocyte
DOSE/DURATION           : 10 umol/L
REFERENCE :
   ANTRD4 Anticancer Research.  (5 Argyropoulou St., Kato Patissia, Athens 907,
   Greece)  V.1-    1981-  Volume(issue)/page/year: 6,749,1986

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 35 mg/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   PSSYDG Proceedings of the Serono Symposia.  (Academic Press Inc. Ltd., 24-28
   Oval Rd., London NW1 7DX, UK)  V.1-    1973- Volume(issue)/page/year:
   14,453,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 90 mg/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   ATSUDG Archives of Toxicology, Supplement.  (Springer-Verlag New York, Inc.,
   Service Center, 44 Hartz Way, Secaucus, NJ 07094)  No.1-    1978-
   Volume(issue)/page/year: 5,197,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 175 mg/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - eye/ear
   Reproductive - Specific Developmental Abnor

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 100 mg/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   ARANDR Archives of Andrology.  (Elsevier Science Pub. Co., Inc., 52
   Vanderbilt Ave., New York, NY 10017)  V.1-    1978- Volume(issue)/page/year:
   2,353,1979

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