Basic information
- CAS
22948-94-3- Standard SMILES
CC(=O)n1cc(C=O)c2ccccc21- InChIKey
LCJLFGSKHBDOAY-UHFFFAOYSA-N- Molecular formula
- C11H9NO2
- Average molar mass
- 187.19 g/mol
- Monoisotopic mass
- 187.06332853
Overview
1-acetylindole-3-carboxaldehyde is an N-acylindole that is N-acetylindole carrying an additional formyl substituent at position 3. It has a role as a plant metabolite. It is an arenecarbaldehyde and a N-acylindole.
Names & identifiers
- Preferred name
- 1-acetyl-1H-indole-3-carbaldehyde
- IUPAC
- 1-acetylindole-3-carbaldehyde
- English name
- N-Acetylindole-3-carboxaldehyde
- Molecular formula
- C11H9NO2
- Molecular weight
- 187.19
Names & synonyms
22948-94-31-Acetyl-1H-indole-3-carbaldehydeN-Acetylindole-3-carboxaldehyde1-Acetyl-3-indolecarboxaldehyde1H-Indole-3-carboxaldehyde, 1-acetyl-1-Acetylindole-3-carboxaldehyde56ESZ895CE1-acetyl-3-formylindoleEINECS 245-347-0NSC-61289CHEBI:133207DTXSID60177489
Show more names
N-ACETYL-3-FORMYLINDOLEN-ACETYLINDOLE-3-ALDEHYDE1-Acetyl-3-formyl-1H-indole1-Acetindole-3-carboxaldehydeN-Acetylindol-3-carboxaldehyde1-acetyl-3-indolylcarbaldehydel-acetylindole-3-carboxaldehyde
NSC 61289N-ACETYL-3-INDOLECARBOXALDEHYDEINDOLE-3-CARBOXALDEHYDE, 1-ACETYL-RefChem:428971DTXCID6099980245-347-01-acetylindole-3-carbaldehyde1-Acetyl-1H-indole-3-carboxaldehyde
Database identifiers
- CAS
22948-94-3- PubChem CID
- 89915
- DTXSID
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 39.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 252
Physicochemical properties
- Melting point
- 165 °C · 165 °C(lit.)
- Boiling point
- 336 · 336.0±15.0 °C(Predicted)
- Density
- 1.19 · 1.19±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Appearance
- Off-white to light yellow Solid
- Sensitive
- Air Sensitive
- InChI
- 1S/C11H9NO2/c1-8(14)12-6-9(7-13)10-4-2-3-5-11(10)12/h2-7H,1H3
- InChIKey
- LCJLFGSKHBDOAY-UHFFFAOYSA-N
- SMILES
- CC(=O)n1cc(C=O)c2ccccc12
- CAS DataBase Reference
- 22948 · 22948-94-3(CAS DataBase Reference)
- FDA UNII
- 56 ESZ895CE · 56ESZ895CE
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29339990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesReactant for synthesis of α-ketoamides as inhibitors of Dengue virus protease with antiviral activity in cell-cultureReactant for preparation of homoallylic amines as antimicrobial agentsReactant for preparation of pyrrole-based hydrazones as potential tuberculostaticsReactant for synthesis of neoechinulin A and derivativesReactant for synthesis of substituted (Z)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-one and (Z)-(±)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-ol derivatives as potent thermal sensitizing agentsReactant for preparation of RNA-specific live cell imaging probes E36, E144 and F22
General Description1-Acetyl-3-indolecarboxaldehyde participates in the preparation and characterization of three RNA-specific fluorescent probes (E36, E144 and F22), useful in live cell imaging.
Upstream & downstream products
Upstream raw materials
Suppliers82 total
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
Related reactions
3 records
Compound notes
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