4-Nitroindole-3-carboxaldehyde

Base Information

• Chemical Name: 4-Nitroindole-3-carboxaldehyde
• CAS No.: 10553-11-4
• Molecular Formula: C9H6N2O3
• Molecular Weight: 190.158
• Hs Code.: 2933998090
• European Community (EC) Number: 622-898-9
• DSSTox Substance ID: DTXSID90455000
• Wikidata: Q72494848
• Mol file: 10553-11-4.mol

Synonyms:4-nitro-1H-indole-3-carbaldehyde;10553-11-4;4-Nitroindole-3-carboxaldehyde;3,4-Dimethoxyflavone;4-nitroindole-3-carbaldehyde;SCHEMBL3208591;DTXSID90455000;4-Nitro-1h-indol-3-carbaldehyde;MFCD04973979;4-Nitroindole-3-carboxaldehyde, 97%;AKOS005258824;AS-38880;CS-0217401;EN300-7422170;A1-00254;J-001442;J-515861;Z1217187420

Chemical Property of 4-Nitroindole-3-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 189-193 °C
• Refractive Index: 1.765
• Boiling Point: 441.47 °C at 760 mmHg
• PKA: 13.27±0.30(Predicted)
• Flash Point: 220.794 °C
• PSA: 78.68000
• Density: 1.517 g/cm³
• LogP: 2.41180
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.03784206
• Heavy Atom Count: 14
• Complexity: 251

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Nitro-1H-indole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)[N+](=O)[O-])C(=CN2)C=O
• Uses: ? ;reactant in synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators1? ;reactant in synthesis of structural analogs of thaxtomin2? ;reactant in preparation of chromophores related to gold fluorescent protein3? ;reactant in preparation of brassinin and gramine derivatives4 reactant in synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulatorsreactant in synthesis of structural analogs of thaxtominreactant in preparation of chromophores related to gold fluorescent proteinreactant in preparation of brassinin and gramine derivatives

Technology Process of 4-Nitroindole-3-carboxaldehyde

There total 1 articles about 4-Nitroindole-3-carboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 21.7%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 3-nitro-1H-indole (4770-03-0) + 4-nitro-1H-indole-3-carbaldehyde (10553-11-4) + 6-nitro-1H-indole-3-carboxaldehyde (10553-13-6)

Guidance literature:

With hexakis(acetonitrile)iron(II) bis(tetrafluoroborate); nitric acid; In acetonitrile; 1.) room temp., 30 min, 2.) 15 deg C, 24 h;

DOI:10.1248/cpb.35.2656

Reference yield: 99.0%

4-nitro-1H-indole-3-carbaldehyde (10553-11-4) → 4-nitro-1H-indoIe (4769-97-5)

Guidance literature:

With hydrogenchloride; In methanol; for 1.5h; Heating;

Reference yield: 90.4%

4-nitro-1H-indole-3-carbaldehyde (10553-11-4) + 4-Phenyl-3-thiosemicarbazide (5351-69-9) → (E)?2?((4?nitro?1H?indol?3?yl)methylene)?N?phenylhydrazinecarbothioamide

Guidance literature:

With acetic acid; In ethanol; at 20 ℃; for 2h;

DOI:10.1007/s43440-021-00221-7

upstream raw materials:

Indole-3-carboxaldehyde

Downstream raw materials:

4-nitro-1H-indoIe

4-nitroindole-3-acetonitrile

4-nitrogramine

4-nitroindole-3-yl methanol

Refernces