284679-97-6

Basic information

• Product Name: 3-Nitro-4-(1-pyrrolidino)benzaldehyde
• Synonyms: 3-NITRO-4-(1-PYRROLIDINO)BENZALDEHYDE;3-NITRO-4-(1-PYRROLIDINYL)BENZENECARBALDEHYDE;3-NITRO-4-PYRROLIDIN-1-YL-BENZALDEHYDE;TIMTEC-BB SBB002339;3-Nitro-4-(1-pyrrolidinyl)benzaldehyde;-Nitro-4-(1-pyrrolidino)benzaldehyde
• CAS NO: 284679-97-6
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.22
• Mol File: 284679-97-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 103 °C
• Boiling Point: 396.8 °C at 760 mmHg
• Flash Point: 193.8 °C
• Appearance: /
• Density: 1.314 g/cm³
• Vapor Pressure: 1.66E-06mmHg at 25°C
• Refractive Index: 1.632
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-Nitro-4-(1-pyrrolidino)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitro-4-(1-pyrrolidino)benzaldehyde(284679-97-6)
• EPA Substance Registry System: 3-Nitro-4-(1-pyrrolidino)benzaldehyde(284679-97-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 284679-97-6(Hazardous Substances Data)

Usage

General Description

3-Nitro-4-(1-pyrrolidino)benzaldehyde is a chemical compound with the molecular formula C13H13NO3. It is a yellow solid with a molecular weight of 231.25 g/mol. 3-Nitro-4-(1-pyrrolidino)benzaldehyde is used in the synthesis of various pharmaceuticals and organic compounds as a versatile building block due to its aromatic properties and reactivity. It is also utilized as an intermediate in the production of dyes and pigments. Additionally, 3-Nitro-4-(1-pyrrolidino)benzaldehyde has been studied for its potential biological activities, including its anti-inflammatory and neuroprotective effects. Overall, this compound has a wide range of applications in the chemical and pharmaceutical industries due to its unique structure and reactivity.

InChI:InChI=1/C11H12N2O3/c14-8-9-3-4-10(11(7-9)13(15)16)12-5-1-2-6-12/h3-4,7-8H,1-2,5-6H2

Upstream product

• 123-75-1 pyrrolidine 
• 42564-51-2 4-fluoro-3-nitrobenzaldehyde 

Relevant articles and documents

Expansion of the 4-(Diethylamino)benzaldehyde Scaffold to Explore the Impact on Aldehyde Dehydrogenase Activity and Antiproliferative Activity in Prostate Cancer

Aldehyde dehydrogenases (ALDHs) are overexpressed in various tumor types including prostate cancer and considered a potential target for therapeutic intervention. 4-(Diethylamino)benzaldehyde (DEAB) has been extensively reported as a pan-inhibitor of ALDH isoforms, and here, we report on the synthesis, ALDH isoform selectivity, and cellular potencies in prostate cancer cells of 40 DEAB analogues; three analogues (14, 15, and 16) showed potent inhibitory activity against ALDH1A3, and two analogues (18 and 19) showed potent inhibitory activity against ALDH3A1. Significantly, 16 analogues displayed increased cytotoxicity (IC50 = 10-200 μM) compared with DEAB (>200 μM) against three different prostate cancer cell lines. Analogues 14 and 18 were more potent than DEAB against patient-derived primary prostate tumor epithelial cells, as single agents or in combination treatment with docetaxel. In conclusion, our study supports the use of DEAB as an ALDH inhibitor but also reveals closely related analogues with increased selectivity and potency.