Ethyl 5-nitro-1H-indole-2-carboxylate
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Basic information
- CAS
16732-57-3- Standard SMILES
CCOC(=O)c1cc2cc([N+](=O)[O-])ccc2[nH]1- InChIKey
DVFJMQCNICEPAI-UHFFFAOYSA-N- Molecular formula
- C11H10N2O4
- Average molar mass
- 234.21 g/mol
- Monoisotopic mass
- 234.0640568
Names & identifiers
- Preferred name
- Ethyl 5-nitro-1H-indole-2-carboxylate
- IUPAC
- ethyl 5-nitro-1H-indole-2-carboxylate
- English name
- Ethyl 5-nitroindole-2-carboxylate
- Molecular formula
- C11H10N2O4
- Molecular weight
- 234.21
Names & synonyms
ethyl 5-nitro-1H-indole-2-carboxylateRefChem:595826674-199-3ethyl 5-nitroindole-2-carboxylate16732-57-35-nitroindole-2-carboxylic acid ethyl esterMFCD00216477ethyl-5-nitroindole-2-carboxylate1H-Indole-2-carboxylic acid, 5-nitro-, ethyl esterSCHEMBL6561562-Ethoxycarbonyl-5-nitroindoleethyl 5-nitro-2-indolecarboxylate
Show more names
OXALIC ACID MONO-(N-METHYL)-AMIDELABOTEST-BB LT004412915-Nitroindole-2-Carboxylic5-Nitroindole-2-carboxylateETHYL 5-NITRO-2-CARBOXYLATEEthyl 5-Nitro Indole-2-Carbonateethyl-5-nitro-1h-indole-carboxylate2-(Ethoxycarbonyl)-5-nitro-1H-indole
AC-7290E11765-Nitro-1H-indole-2-carboxylic acid ethyl esterNSC131897Oprea1_174962SCHEMBL8409653DTXSID80299657DVFJMQCNICEPAI-UHFFFAOYSA-N
Database identifiers
- CAS
16732-57-3- PubChem CID
- 280312
- DTXSID
DTXSID80299657- EC Number
- 674-199-3
- Nikkaji
- J769.703A
Properties
Computed structural propertiesFilling in
- XLogP
- 3
- Topological polar surface area
- 87.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 315
Physicochemical properties
- Melting point
- 220 · 220-225 °C
- Boiling point
- 376.52 °C · 376.52°C (rough estimate)
- Density
- 1.324 · 1.3240 (rough estimate)
- refractive index
- 1.53 · 1.5300 (estimate)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- form
- Powder
- pka
- 13.26 · 13.26±0.30(Predicted)
- color
- Yellow to brown
- Water Solubility
- negligible
- CAS DataBase Reference
- 16732 · 16732-57-3(CAS DataBase Reference)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
- Hazard Codes
- Xi
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
Danger
H315 (80%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 5 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 (80%)
Safety data
- hs_code
- 29349990
- risk_code
- 36/37/38-41-36
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 24/25-39-26
- hazard_class
- IRRITANT
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
UsesEthyl 5-Nitroindole-2-carboxylate is used as a reagent in the synthesis of indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. Ethyl 5-Nitroindole-2-carboxylate is also a useful synthetic intermediate in the synthesis of Delavirdine which is a bisheteroarylpiperazine (BHAP) reverse transcriptase inhibitor.
UsesEthyl 5-Nitroindole-2-carboxylate is used as a reagent in the synthesis of indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. Ethyl 5-Nitroindole-2-carboxylate is also a useful synthetic intermediate in the synthesis of Delavirdine (D230625) which is a bisheteroarylpiperazine (BHAP) reverse transcriptase inhibitor.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
76 records
Compound notes
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