50899-59-7

Basic information

• Product Name: 1-(hydroxymethyl)-indole-3-dione
• Synonyms: 1-(hydroxymethyl)indole-2,3-dione;1-(hydroxymethyl)-indole-3-dione;1-methylolisatin;INDOLE-2,3-DIONE, 1-(HYDROXYMETHYL)-;N-Hydroxymethylisatin [German]
• CAS NO: 50899-59-7
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.15678
• Mol File: 50899-59-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 156-157 °C
• Boiling Point: 364.3°Cat760mmHg
• Flash Point: 174.1°C
• Appearance: /
• Density: 1.462g/cm³
• Vapor Pressure: 6.03E-06mmHg at 25°C
• Refractive Index: 1.644
• PKA: 12.56±0.10(Predicted)
• CAS DataBase Reference: 1-(hydroxymethyl)-indole-3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(hydroxymethyl)-indole-3-dione(50899-59-7)
• EPA Substance Registry System: 1-(hydroxymethyl)-indole-3-dione(50899-59-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 50899-59-7(Hazardous Substances Data)

Usage

General Description

1-(hydroxymethyl)-indole-3-dione is a chemical compound with the molecular formula C9H7NO3. It is an indole-3-dione derivative, which is a class of compounds known for their diverse biological activities. This particular compound has been studied for its potential pharmaceutical properties, including its anti-inflammatory and antioxidant effects. It has also been investigated for its potential use in the treatment of various diseases, such as cancer and neurodegenerative disorders. Additionally, 1-(hydroxymethyl)-indole-3-dione has been found to exhibit photoactive properties, making it a candidate for applications in photodynamic therapy and other light-based medical treatments. Overall, this compound shows promise as a valuable tool for both pharmaceutical and biomedical research.

InChI:InChI=1/C9H7NO3/c11-5-10-7-4-2-1-3-6(7)8(12)9(10)13/h1-4,11H,5H2

Upstream product

• 91-56-5 indole-2,3-dione 
• 50-00-0 formaldehyd 

Downstream Products

• 352663-15-1 C₂₀H₁₉N₃O₄ 
• 1026676-65-2 [1-(4-chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid 2,3-dioxo-2,3-dihydro-indol-1-ylmethyl ester 
• 91-56-5 indole-2,3-dione 
• 99448-74-5 1-tosylindoline-2,3-dione 
• 830-74-0 1-allyl-1H-indole-2,3-dione 
• 1393098-78-6 4-[(1-hydroxymethyl)-2-oxindolin-3-ylideneamino]-N-(5-methylisoxazol-3-yl)benzenesulphonamide 

Relevant articles and documents

Synthesis, neuro-protection and anti-cancer activities of simple isatin mannich and schiff bases

The study of isatin, as well as its kind of derivatives, has become a hot topic for a long time. To explore the new compounds and bioactivities, in this work, a series of simple isatin Mannich and Schiff bases was synthesized through the condensation reac

Schiff bases of indoline-2,3-dione (isatin) derivatives and nalidixic acid carbohydrazide, synthesis, antitubercular activity and pharmacophoric model building

Tuberculosis (TB) remains among the world's great public health challenges. Worldwide resurgence of TB is due to two major problems: the AIDS epidemic, which started in the mid-1980s, and the outbreak of multidrug resistant (MDR) TB. Thus, there is an urgent need for anti-TB drugs with enhanced activity against MDR strains. In recent years, Schiff bases of 1H-indole-2,3-diones are reported to exhibit anti-TB activity. On the other hand, several quinolone antibacterial agents have been examined as inhibitors of TB, as well as other mycobacterial infections. Accordingly, the current work involved design and synthesis of Schiff bases of nalidixic acid carbohydrazide and isatin derivatives (5,6a-f and 7,8a-c). Structures of the synthesized derivatives were confirmed on the bases of spectral methods of analyses. Anti-TB activity of the synthesized derivatives was investigated against four Mycobacterium strains: Mycobacterium intercellulari, Mycobacterium xenopi, Mycobacterium cheleneo and Mycobacterium smegmatis. Modest anti-TB activity was observed within the investigated compounds, however, compound 5f revealed potent anti-TB activity with MIC 0.625 μg/ml, which is 20 times greater than the reference drug isoniazid, INH, (MIC = 12.5 μg/ml). A hypothetical pharmacophore model was built using Molecular Operating Environment (MOE) program and 10 compounds structurally related to the synthesized ones with reported anti-TB activity. The Pharmacophoric model built revealed the necessity of the following pharmacophoric features for anti-TB activity: aromatic center, hydrogen bond acceptor/metal ligator center, hydrogen bond donor center and aromatic center/hydrophobic area. Theses features were consistent with the found anti-TB activity of the tested compounds.