Basic information
- CAS
5192-03-0- Standard SMILES
Nc1ccc2[nH]ccc2c1- InChIKey
ZCBIFHNDZBSCEP-UHFFFAOYSA-N- Molecular formula
- C8H8N2
- Average molar mass
- 132.16 g/mol
- Monoisotopic mass
- 132.06874826
Overview
1H-indol-5-amine is an indolamine carrying an amino group at position 5.
Names & identifiers
- Preferred name
- 5-Aminoindole
- IUPAC
- 1H-indol-5-amine
- English name
- 5-Aminoindole
- Molecular formula
- C8H8N2
- Molecular weight
- 132.16
Names & synonyms
5-Aminoindole1H-Indol-5-amine5192-03-0Q732PG0Y16NSC-61452DTXSID5063734CHEBI:33067RefChem:101993DTXCID4041103225-977-2Indol-5-ylamineIndole, 5-amino-
Show more names
indolin-5-amineNSC 61452AKOS 911485-INDOLYLAMINEINDOLE-5-AMINE
MFCD000056791H-indol-5-ylamine5-AMINO-1H-INDOLEindole-5-ylamine5-Indolamine5 -aminoindole5-amino indole5-amino-indole
Database identifiers
- CAS
5192-03-0- PubChem CID
- 78867
- DTXSID
DTXSID5063734- ChEMBL
CHEMBL325916- ChEBI
CHEBI:33067- UNII
- Q732PG0Y16
- EC Number
- 225-977-2
- Nikkaji
- J80.971C
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 41.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 124
Experimental & physicochemical properties
LogP1.13
Physicochemical properties
- Melting point
- 131 · 131-133 °C (dec.) (lit.)
- Boiling point
- 190 °C · 190 °C / 6mmHg
- Density
- 1.1083 · 1.1083 (rough estimate)
- refractive index
- 1.6013 · 1.6013 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- DMSO, Methanol
- pka
- 17.39 · 17.39±0.30(Predicted)
- form
- Crystalline Powder
- color
- Off-white to gray-brown
- Water Solubility
- insoluble
- Sensitive
- Air & Light Sensitive
- BRN
- 112348 · 112348
- InChI
- 1S/C8H8N2/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,9H2
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 96 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information1H-Indol-5-amine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAcute Tox. 4 (50%)
Safety data
- F
- 10
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29339990
- risk_code
- 22-36/37/38-68
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS09
- hazard_code
- Xn,Xi
- hazard_note
- Irritant
- safety_code
- 26-45-36/37
- hazard_class
- AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1H-Indol-5-amine: INACTIVE
Applications
UsesReactant for preparation of:Smac mimetics that bind to the BIR2 domain of the anti-apoptotic protein XIAPCytotoxic and antimitotic agentsInsulin-like growth factor 1 receptor inhibitorsAntitumoral agentsFactor Xa inhibitorPotential antivascular agentsGli1-mediated transcription in the Hedgehog pathwayInhibitors of receptor tyrosine kinase with antiangiogenic effectsPKCθ inhibitorsHIV protease inhibitors
Uses5-Aminoindole functions as a ligand for hydrophobic charge induction chromatography. A reagent for synthetic elaboration.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers
Related reactions
284 records
Compound notes
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