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Molecule
ID:91075
Structure
Similarity
Functional Group
Text
General Information
Structure
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Molecular Formula
C₈H₉N
Molecular Mass
119.16376
Exact Mass
119.07349929
Charge
0
InChI
InChI=1S/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H2
InChIKey
LPAGFVYQRIESJQ-UHFFFAOYSA-N
Canonic Smiles
c1ccc2c(c1)NCC2
Isomeric Smiles
N1c2c(cccc2)CC1
Calculated Properties
JChem
LogD (pH = 7.4)
1.49
LogD (pH = 5.5)
1.43
Log P
1.49
Rotatable Bonds
0
H Donor
1
H Acceptors
1
Lipinski's Rule of Five
true
Acid pKa
4.63
Polar Surface Area
12.03
Polarizability
13.50
Molar Refractivity
39.56
LOG S
-1.10
Data Source
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Names and Identifiers
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Registration numbers
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Properties
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Related Proteins
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Molecular Spectra
No Data Available
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Molecule Details
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References
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Bioactivity
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Quote
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General Information
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•
RDKit
•
JChem
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IUPAC name
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IUPAC Traditional name
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MP Biomedicals
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TRC
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From Data Sources
Bioactivity
•
PubChem BioAssay
Data Source
Commercial Catalog
MP Biomedicals
02151323
05212012
InterBioScreen
BB_SC-0077
Sigma Aldrich
I5605
57240
TRC
I627200
Bide Pharmatech
BD33790
Alfa Aesar
A11000
Apollo Scientific
OR6520
Academic Data
Wikipedia
Indoline
PubChem
10328
ChEBI
CHEBI:43295
Names and Identifiers
Synonyms
1-Azaindan
2,3-Dihydro-1H-indole
Indoline 98%
INDOLINE
2,3-Dihydroindole
DIHYDROINDOLE
吲哚啉
Indoline
2,3-二氢吲哚
1H-Indoline
二氢吲哚
indoline
INDOLINE
dihydroindole
IUPAC name
2,3-dihydro-1H-indole
IUPAC Traditional name
indoline
Registration numbers
MDL Number
MFCD00005705
CAS Number
496-15-1
CHEBI ID
43295
CHEBI:43295
CHEBI:43292
CHEBI:33071
CHEBI:471711
Chemspider ID
9905
Wikipedia Title
Indoline
CHEMBL
388803
CHEMBL388803
PubChem CID
10328
Beilstein Number
111915
EC Number
207-816-8
PubChem SID
24896074
24880636
162077779
26697222
Patent number
EP1541553
US2007208004
US2006194871
WO2007100851
US2005187214
US2006182751
EP1553091
EP1574215
EP1106605
EP1369420
US2005288337
US2007203099
WO2006091897
EP1136483
EP1571154
EP0889044
EP1847533
US2003087945
US2006142374
WO2005112933
EP0889037
EP1698375
US2005065149
US2007167444
WO2005061483
US2007259847
EP1621539
EP1136489
EP1849784
WO2006063010
US2005070720
US2007203154
WO2006004793
US2006116368
US2007249598
WO2007090409
WO2005011697
EP1612208
US2004077628
EP1800677
US2005124682
EP1956001
US2006142355
WO2006058338
US2008221114
EP1661892
EP1731520
EP1955697
WO2006003440
WO2008128647
EP1110966
US2004023957
US2004220237
WO2005079798
US2007259891
EP1700844
WO2005100301
US2007179122
WO2005095440
GB2341549
US2005256316
WO2005094816
EP1420018
EP1826267
WO2005097758
US2008293737
EP1447402
EP1632477
US2006194797
WO2006091896
WO2006126939
US2007259871
EP1724257
EP1923386
US2007179169
WO2006047631
US2008227684
EP0937714
EP1757585
US2006128787
WO2005042542
EP1057830
US2006122181
WO2006105035
US2004002491
WO2006126938
US2007254874
EP1840126
WO2005037271
GB2230527
US2005288281
US2006030713
EP1285651
WO2005105777
WO2008151183
US2005209213
EP1555267
EP0953355
EP1142885
US2002155065
WO2006044000
WO2006103120
EP1193254
EP1541554
EP1806136
US2002198195
US2006094767
WO2005097801
EP0915094
US2005267184
US2006135523
US2005096467
WO2006091898
US2005288347
US2005154023
US2005261327
Gmelin ID
27284
BRENDA Database
1.14.12.24
4.2.1.20
PubMed Citation Links
17378546
BKMS React Database
17551
Protein Data Bank
3cep
1aek
BindingDB Database
92697
MetaboLights Database
MTBLS3487
MTBLS3943
PDBeChem Database
IDM
NMRShiftDB Database
77289
SureChEMBL Database
SCHEMBL5629
CompTox Database
DTXSID9052133
ACToR Database
496-15-1
BRENDA Ligand Database
17551
Related Proteins
PDB Bank
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3CEP
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1AEK
Molecule Details
MP Biomedicals
02151323
Purity: 99%
1 ml = approx. 1.06 g
05212012
MP Biomedicals Rare Chemical collection
Wikipedia
Indoline
Sigma Aldrich
I5605
Packaging
25, 100 g in glass bottle
Application
Reactant for preparation of:
• Inhibitors of NOD1-Induced Nuclear Factor-κB Activation1
• Sphingosine-1-phosphate 4(S1P4) receptor antagonists2
• Cytotoxic cell cycle inhibitors3
• 2-Aminopyridines4
• PET agent for imaging of protein kinase C (PKC)5
• Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes6
• α4β2-Nicotinic acetylcholine receptor-selective partial agonists7
• mGlu4 positive allosteric modulators8
• Bacterial biofilm inhibitors9
• Serotonin 5-HT6 receptor antagonists10
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
57240
Application
Reactant for preparation of:
• Inhibitors of NOD1-Induced Nuclear Factor-κB Activation1
• Sphingosine-1-phosphate 4(S1P4) receptor antagonists2
• Cytotoxic cell cycle inhibitors3
• 2-Aminopyridines4
• PET agent for imaging of protein kinase C (PKC)5
• Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes6
• α4β2-Nicotinic acetylcholine receptor-selective partial agonists7
• mGlu4 positive allosteric modulators8
• Bacterial biofilm inhibitors9
• Serotonin 5-HT6 receptor antagonists10
TRC
I627200
An indole derivative used in the preparation of various medicinal compounds such as potential α1-adrenoceptor (α1-AR) antagonists.
References
PubChem Literature
From Data Sources
•
Zhang, J. et al.: Zhong. Yao. Dax. Xue., 40, 200 (2009)
•
Wu, Y.: Top. Heterocyc. Chem., 26, 1 (2009)
•
2-Lithiation can be effected in a one-pot sequence via the Li carbamate:
J. Chem. Soc., Perkin 1
, 17, (1989); cf
Indole, A14427
.
Bioactivity
PubChem BioAssay
Registration numbers
•
MDL Number
•
CAS Number
•
CHEBI ID
•
Chemspider ID
•
Wikipedia Title
•
CHEMBL
•
PubChem CID
•
Beilstein Number
•
EC Number
•
PubChem SID
•
Patent number
•
Gmelin ID
•
BRENDA Database
•
PubMed Citation Links
•
BKMS React Database
•
Protein Data Bank
•
BindingDB Database
•
MetaboLights Database
•
PDBeChem Database
•
NMRShiftDB Database
•
SureChEMBL Database
•
CompTox Database
•
ACToR Database
•
BRENDA Ligand Database
Properties
Physical Property
Boiling Point
116-118°C
Source
220–221 °C
Source
220-221 °C(lit.)
Source
220-221°C
Source
Density
1.062
Source
1.06 g/ml
Source
1.063 g/mL
Source
1.063 g/mL at 25 °C(lit.)
Source
Melting Point
-21°C
Source
-21 °C
Source
-21°C
Source
Flash Point
92.8°C
Source
93 °C
Source
199.4 °F
Source
92°C(197°F)
Source
Apperance
Clear green liquid
Source
clear dark brown liquid (clear)
Source
Pale Yellow Oil
Source
Refractive Index
n20/D 1.592(lit.)
Source
n20/D 1.592
Source
1.5930
Source
Solubility
Chloroform
Source
Methanol
Source
Safety Information
Storage Warning
Irritant
Source
Light Sensitive
Source
MSDS Link
Download link
Source
Download link
Source
Download link
Source
Download link
Source
Download link
Source
R
Source
23
-
26
-
36/37
Source
NL6906300
Source
Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
Source
Eyeshields, Gloves
Source
3
Source
Amber Vial, Refrigerator, Under inert atmosphere
Source
Harmful (X)
H301
-
H315
-
H319
-
H335
-
H227
Source
22
-
36/37/38
Source
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
P210
-
P301+P310
-
P305+P351+P338
-
P302+P352
-
P405
-P501A
Source
是
Source
Product Information
Purity
99%
Source
≥98.0% (GC)
Source
98%
Source
Certificate of Analysis
Download link
Source
Download link
Source
Download link
Source
C8H9N
Source
ReagentPlus®
Source
purum
Source
Source
Source
Safety Statements
RTECS
Personal Protective Equipment
German water hazard class
Storage Condition
European Hazard Symbols
GHS Hazard statements
Risk Statements
GHS Pictograms
GHS Precautionary statements
TSCA Listed
Empirical Formula (Hill Notation)
Grade