alpha-Naphthoflavone 2-苯基-4H-苯并[h]苯并吡喃-4-酮

CAS 604-59-1 MFCD00004985

化学结构图

604-59-1
SMILES: O=c1cc(-c2ccccc2)oc2c1ccc1ccccc12

化学属性

Mol. FormulaC19H12O2
Mol. Weight272
Melting Point153-157
TSCAYes
Density1.276
Appearance 黄色片状或针状结晶。熔点167℃(154℃)。溶于醇及浓硫酸,溶液呈微绿色荧光。
SolubilitySoluble in methanol:ethyl acetate(2:3) (50 mg/ml), chloroform (slightly), sulfuric acid, and hot ethanol. Insoluble in water.
Stability对光线敏感

别名和识别编码

Chemical Namealpha-Naphthoflavone
Synonym 2-Phenyl-4H-naphtho(1,2-b)pyran-4-one 2-Phenyl-benzo<h>chromen-4-on 2-Phenyl-benzo[h]chromen-4-one 2-Phenyl-benzo[h]chromen-4-one 2-b)pyran-4-one,2-phenyl-4h-naphtho( 2-p 2-phenyl-benzo(h)chromen-4-one 2-phenylbenzo(h)chromen-4-one 2-phenylbenzo[h]chromen-4-one 4H-Naphtho[1,2-b]pyran-4-one, 2-phenyl- 7 7,8-Benzoflavone 7,8-benzoflavone 7,8-苯并黄酮 7,8-苯并黄酮 alpha-Naphthoflavone A-NAPHTHOFLAVANONE ALPHA-NAPHTHOFLAVONE REDOX INDICATOR ANF Alpha-naphthoflavone Benzo[h]flavone NAPHTHOFLAVONE, A- alpha-Naphthoflavone alpha-Naphthoflavone,97% alpha-naphthoflavone alpha-naphthylflavone benzo(h)flavone α-Naph
MDL NumberMFCD00004985
CAS Number604-59-1
EC Number210-071-1
Beilstein Registry Number210494
PubChem Substance ID11790
Reaxys-RN210862
Chemical Name Translation2-苯基-4H-苯并[h]苯并吡喃-4-酮
InChIKeyVFMMPHCGEFXGIP-UHFFFAOYSA-N
LabNetwork Molecule IDLN00338014
InChIInChI=1S/C19H12O2/c20-17-12-18(14-7-2-1-3-8-14)21-19-15-9-5-4-6-13(15)10-11-16(17)19/h1-12H
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分类

  • {SNA} Analytical Reagents, Analytical/Chromatography, Aryl Hydrocarbon Receptor Antagonist, Benzopyrans, Bioactive Small Molecules, Building Blocks, Cancer Research, Cell Biology, Chemical Synthesis, Chemopreventive Agents, Heterocyclic Building Blocks, Indicators, N, Redox Indicators, Titration
  • {uni_hamburg} no charge; oxygen heterocycle; carbocycle; aromatic; large ring; fused rings; 6ring; 10ring; 14ring; ketone; ether; 1fragment
  • {SNA} Aryl Hydrocarbon Receptor Antagonist, Benzopyrans, Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Indicators, Redox Indicators, Titration, 分析

产品应用

  • An aryl hydrocarbon receptor inhibitor.

相关文献及参考

  • Short: EINECS
  • Short: III/35E
  • Beilstein:17,390

安全信息

RTECSQL6250000
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition 储存温度 2-8°C 2-8°C
Hazard Codes Xi,Xn
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
Risk Statements
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 20 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   47,3662,1987

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 40 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   47,3662,1987

GHS Symbol
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。

其他信息

  • 图谱信息:α-萘黄酮(604-59-1)红外图谱(IR2) α-萘黄酮(604-59-1)红外图谱(IR1) α-萘黄酮(604-59-1)核磁图( 1 HNMR)
  • 用途二:用作氧化还原指示剂。
  • α-Naphthoflavone is a naturally occurring compound found in Passiflora. α-Naphthoflavone is an aryl hydrocarbon receptor antagonist and inhibitor of CYP1A1 gene expression. Experiments show inhibitory properties towards cytochrome P450 enzymes, CYP1A1 (P4501A1) and CYP1A2 (P4501A2) (competetive binding) with stimulatory activities towards CYP3A4 (P4503A4) (selective binding). α-Naphthoflavone is an inhibitor of CYP19.
  • 方法一:将2g查尔酮溶于120ml乙醇,加热至沸,与盐酸混合回流24h。趁热滤掉残渣,滤液冷却结晶得到黄烷酮。然后将溴素-二硫化碳溶液加入黄烷酮中,即生成苯并黄酮。
  • 用途一:用作氧化还原指标剂。
  • F:8
  • color:yellow
  • 溶于醇及浓硫酸,溶液呈微绿色荧光。
  • Hazard Note:Irritant
  • MOL 文件:604-59-1.mol
  • α-萘黄酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30125480 a-萘黄酮 g 750元 2011/04/16 B0056 α-萘黄酮 alpha-Naphthoflavone 5G 734元 2011/04/16 B0056 α-萘黄酮 alpha-Naphthoflavone 1G 225元
  • Alfa Aesar:α-萘黄酮,97% alpha-Naphthoflavone, 97%(604-59-1)
  • Acros Organics:alpha-Naphthoflavone, 99.5+%(604-59-1)
  • 上游原料:2-苯基-4H-1-苯并吡喃-4-酮(黄酮) --> 2,3-二羟芴 --> 查耳酮
  • TCI Shanghai:α-萘黄酮 alpha-Naphthoflavone,>;98.0%(LC)(604-59-1)
  • Sigma Aldrich:604-59-1(sigmaaldrich)

系列性分类


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