1H-Indole 吲哚

CAS 120-72-9 MFCD00005607

化学结构图

120-72-9
SMILES: c1ccc2[nH]ccc2c1

化学属性

Mol. FormulaC8H7N
Mol. Weight117
Density1.220
Boiling Point253-254
Melting Point51-54
Flash Point121°(249°F)
TSCAYes
Solubility2.80 G/L (25 ºC)
Refractive index1.609
Stability对光敏感

别名和识别编码

Chemical Name1H-Indole
CAS Number120-72-9
Synonym 2,3-苯并吡咯 Benzo[b]pyrrole 1H-Indol 1-Azaindene 氮茚, 2,3-苯并吡咯 Benzopyrrole Ketole 1H-Benzopyrrol 2,3-Benzopyrrole; 1H-Indole; 1-Benzazole 1H-Benzo[b]pyrroll 吲哚 1-Benzazole 1H-Indole 1H-Indole, 1-Azaindene NSC 1964 2,3-Benzopyrrole 1H-indole C8H7N (indole) Indol 1H-Benzo[b]pyrrol 1H-Benzo[b]pyrroll 苯并吡咯 1-Benzopyrrol
MDL NumberMFCD00005607
EC Number204-420-7
Beilstein Registry Number107693
PubChem Substance ID798
Merck Number4963
Alfabeta NameINDOLE H1-
Reaxys-RN107693
Chemical Name Translation吲哚
Wiswesser Line NotationT56 BMJ
LabNetwork Molecule IDLN00185774
InChIInChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H
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分类

  • {SNA} Building Blocks, C7 to C9, Cell Biology, Chemical Synthesis, Citrus aurantium (Seville orange), Heterocyclic Building Blocks, Indoles,
  • {SNA} Building Blocks, C7 to C9, Chemical Synthesis, Citrus aurantium (Seville orange), Heterocyclic Building Blocks, Indoles, Nutrition Research, Phytochemicals by Plant (Food/Spice/Herb), 细胞生物学
  • {SNA} Alphabetical Listings,
  • {SNA} Building Blocks, C7 to C9, Chemical Synthesis, Citrus aurantium (Seville orange), Heterocyclic Building Blocks, Indoles, Nutrition Research, Phytochemicals by Plant (Food/Spice/Herb)
  • Heterocycles
  • {SNA} Alphabetical Listings,

产品应用

  • 检定金、钾和亚硝酸盐,制造茉莉型香料。制药工业。

相关文献及参考

  • Halogenation in the 2-position has been effected via the Li 1-carbamate and subsequent 2-lithiation: J. Org. Chem., 57, 2495 (1992):
  • Regioselective synthesis of 3-substituted indoles has been described using a sequence of N-silylation, 3-bromination of the 1-TBDMS detivative with NBS, 3-lithiation, treatment with an electrophile to introduce the 3-substituent, and desilylation with TBAF. Good overall yields are obtained for a range of electrophiles: J. Org. Chem., 59, 10 (1994); Org. Synth. Coll., 9, 417 (1998).
  • Treatment of the carbamate with Tri-n-butyl­tin chloride, A10746, followed by Stille coupling enables synthesis of 2-aryl- and 2-vinylindoles: J. Org. Chem., 60, 6218 (1995).
  • Short: II/19b
  • Short: II/19c
  • Merck: 14,4963
  • Merck: 14,4963 Beilstein:20,304
  • Treatment with EtMgI followed by ZnCl2 leads to an N-zinc derivative. This undergoes acylation at the 3-position: Tetrahedron, 46, 6061 (1990).
  • Lithiation of N-protected indoles usually occurs at the 2-position, e.g. benzenesulfonation of the 1-lithio derivative, 2-lithiation with LDA and treatment with pyridine-3,4-dicarboxylic anhydride. This sequence has been reported in a synthetic route to ellipticene and olivacine: J. Org. Chem., 57, 5891 (1992).

安全信息

Signal word Danger
GHS Symbol
WGK Germany1
Safety Statements
  • 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;
  • 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;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Risk Statements
  • R21/22 Harmful in contact with skin and if swallowed 皮肤接触和不慎吞咽有害
  • R36 Irritating to eyes 刺激眼睛
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
  • R50/53
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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。
  • P301+P312+P330
  • P302+P352+P312+P361+P364
  • P305+P351+P338
  • P305+P351+P338+P310
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P332+P313
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H318 Causes serious eye damage 严重伤害眼睛
  • H311 Toxic in contact with skin 皮肤接触中毒
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
RTECSNL2450000
Packing GroupIII
UN Number 2811
Storage condition storage temp. 2-8°C Light Sensitive 储存温度 2-8℃ 密封4℃干燥避光保存。
Hazard Codes 6.1 Xn
Warnings IRRITANT
Hazard Class6.1
TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2000 mg/kg/20W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Tumorigenic - tumor types after systemic administration not seen
   spontaneously
REFERENCE :
   AICCA6 Acta Unio Internationalis Contra Cancrum.  (Louvain, Belgium) V.1-20,
   1936-64.  For publisher information, see IJCNAW. Volume(issue)/page/year:
   19,660,1963

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1200 mg/kg/93W-C
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
   Blood - leukemia
REFERENCE :
   VOONAW Voprosy Onkologii.  Problems of Oncology.  For English translation,
   see PONCAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-10,
   1928-37; V.1-    1955-  Volume(issue)/page/year: 20(8),75,1974

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 120 mg/kg/12W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Blood - leukemia
REFERENCE :
   VOONAW Voprosy Onkologii.  Problems of Oncology.  For English translation,
   see PONCAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-10,
   1928-37; V.1-    1955-  Volume(issue)/page/year: 10(9),70,1964

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1000 mg/kg/25W-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Blood - leukemia
REFERENCE :
   KLWOAZ Klinische Woche

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 117 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YKKZAJ Yakugaku Zasshi.  Journal of Pharmacy.  (Nippon Yakugakkai, 2-12-15
   Shibuya, Shibuya-ku, Tokyo 150, Japan)  No.1-    1881-
   Volume(issue)/page/year: 94,1620,1974

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1070 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AECTCV Archives of Environmental Contamination and Toxicology.
   (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ
   070944)  V.1-    1973-  Volume(issue)/page/year: 14,111,1985

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 790 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AIHAAP American Industrial Hygiene Association Journal.  (AIHA, 475 Wolf
   Ledges Pkwy., Akron, OH 44311)  V.19-    1958-  Volume(issue)/page/year:
   23,95,1962

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AIHAAP American Industrial Hygiene Association Journal.  (AIHA, 475 Wolf
   Ledges Pkwy., Akron, OH 44311)  V.19-    1958-  Volume(issue)/page/year:
   23,95,1962

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF

其他信息

  • 有粪臭,但稀释后有愉快香味。具有强烈的粪臭味,高度稀释的溶液有香味,暴露于空气及光线中则变红色。能随水蒸气挥发。溶于热水、热乙醇、乙醚、苯和石油醚。

系列性分类


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