Indoline

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Names

[ CAS No. ]:
496-15-1

[ Name ]:
Indoline

[Synonym ]:
2,3-dihydro-1H-1-indole
Indoline
IDN
trans-dihydroindole
2,3-dihydro-1H-indole
EINECS 207-816-8
MFCD00005705
2,3-DIHYDROINDOLE
1H-Indole, 2,3-dihydro-
1-Azaindan
2,3-Dihydro-1H-indol
dihydroindole

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
227.2±10.0 °C at 760 mmHg

[ Melting Point ]:
-21 °C

[ Molecular Formula ]:
C8H9N

[ Molecular Weight ]:
119.164

[ Flash Point ]:
92.8±0.0 °C

[ Exact Mass ]:
119.073502

[ PSA ]:
12.03000

[ LogP ]:
1.63

[ Vapour Pressure ]:
0.1±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.562

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
5 g/L (20 ºC)

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NL6906300
CHEMICAL NAME :
1H-Indole, 2,3-dihydro-
CAS REGISTRY NUMBER :
496-15-1
BEILSTEIN REFERENCE NO. :
0111915
LAST UPDATED :
199710
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C8-H9-N
MOLECULAR WEIGHT :
119.18

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>238 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

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S23-S24/25-S37/39-S26

[ WGK Germany ]:
3

[ RTECS ]:
NL6906300

[ HS Code ]:
2933990090

Synthetic Route

Precursor & DownStream

Precursor

  • 2-(2-Bromophenyl)ethanamine
  • 2-Chlorophenethylamine
  • Indole
  • 1-BOC-INDOLINE
  • 2-(2-Aminophenyl)ethanol
  • indolin-1-yl(pyridin-2-yl)methanone
  • 6-Chloro-2,3-dihydro-1H-indole
  • 1-(trifluoromethylsulfonyl)indoline
  • 2,2,2-trichloroethyl indoline-1-carboxylate

DownStream

  • 1-(7-iodo-2,3-dihydroindol-1-yl)ethanone
  • 1-(INDOLIN-7-YL)ETHANONE
  • 1H-Indole-7-sulfonamide,2,3-dihydro-(9CI)
  • 1H-Indole, 1-(2-chloro-1-oxopropyl)-2,3-dihydro- (9CI)
  • Ethyl 5-bromo-1H-indole-7-carboxylate
  • 5-Nitroindoline
  • 5,7-Dinitroindoline
  • 7-Methoxyindole
  • 6-Nitro-1H-indole
  • 1-acetyl-5-nitroindoline

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Palladium-catalyzed insertion of N-tosylhydrazones for the synthesis of isoindolines.

Chem. Commun. (Camb.) 49(31) , 3254-6, (2013)

Isoindolines are synthesized by palladium-catalyzed coupling reaction of N-(2-iodobenzyl) anilines with α,β-unsaturated N-tosylhydrazones. The reaction has several potential advantages: (1) toleration...

FeCl3-mediated Friedel-Crafts hydroarylation with electrophilic N-acetyl indoles for the synthesis of benzofuroindolines.

Angew. Chem. Int. Ed. Engl. 51(50) , 12546-50, (2012)

IRONic electrophilic indoles! The C3-regioselective hydroarylation of N-acetyl indoles with aromatic nucleophiles mediated by FeCl(3) features a rare example of the electrophilic reactivity of the ind...

Identification and Testing of Novel CARP-1 Functional Mimetic Compounds as Inhibitors of Non-Small Cell Lung and Triple Negative Breast Cancers.

J. Biomed. Nanotechnol. 11 , 1608-27, (2015)

The triple negative breast cancer (TNBCs) and non-small cell lung cancers (NSCLCs) often acquire mutations that contribute to failure of drugs in clinic and poor prognosis, thus presenting an urgent n...


More Articles


Related Compounds

  • azaindoline
  • benzindoline
  • 2-Oxindoline
  • Indoline-4-ol
  • Indoline-4-ol
  • formylindoline
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-{[1-(4-Fluorobenzoyl)piperidin-4-yl]methoxy}-3-methylpyridine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 2-{2-[3-(2-cyclopropyl-1H-1,3-benzodiazol-1-yl)azetidin-1-yl]-2-oxoethyl}-2,3-dihydropyridazin-3-one