23602-63-3

Basic information

• Product Name: 5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE
• Synonyms: 5-Chloro-3-methylsalicylaldehyde, 5-Chloro-2-hydroxy-m-tolualdehyde, 4-Chloro-2-formyl-6-methylphenol;Benzaldehyde, 5-chloro-2-hydroxy-3-methyl-;5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE;AKOS BB-6932;5-Chloro-3-methylsalicylaldehyde;5-Chloro-2-hydroxy-3-methylbenzaldehyde 98%;5-Chloro-2-hydroxy-3-methylbenzaldehyde98%
• CAS NO: 23602-63-3
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.59
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 23602-63-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 67 °C
• Boiling Point: 244.7 °C at 760 mmHg
• Flash Point: 101.8 °C
• Appearance: /
• Density: 1.335 g/cm³
• Vapor Pressure: 0.00364mmHg at 25°C
• Refractive Index: 1.602
• PKA: 8.09±0.23(Predicted)
• Sensitive: Air Sensitive
• BRN: 2249708
• CAS DataBase Reference: 5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE(23602-63-3)
• EPA Substance Registry System: 5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE(23602-63-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 23602-63-3(Hazardous Substances Data)

Usage

General Description

5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE is a chemical compound with the molecular formula C8H7ClO2. It is a derivative of benzaldehyde and contains a chloro and hydroxyl group on the benzene ring. 5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential biological activities, including antibacterial and antifungal properties. Additionally, 5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE is used as a flavor and fragrance ingredient in the food and beverage industry. Overall, this compound has a wide range of applications in various industries due to its unique chemical structure and potential biological activities.

InChI:InChI=1/C9H9ClO2/c1-5-3-8(12)7(4-11)6(2)9(5)10/h3-4,12H,1-2H3

Upstream product

• 67-66-3 chloroform 
• 1570-64-5 2-methyl-4-chlorophenol 
• 50-00-0 formaldehyd 
• 925-90-6 ethylmagnesium bromide 
• 100-97-0 hexamethylenetetramine 
• 95-48-7 ortho-cresol 
• 578-58-5 2-methylmethoxybenzene 
• 3260-85-3 2-methyl-4-chloroanisole 

Downstream Products

• 726191-05-5 tert-butyl (2E)-3-(5-chloro-2-hydroxy-3-methylphenyl)prop-2-enoate 
• 82129-11-1 5-chloro-2-methoxy-3-methylbenzaldehyde 
• 1210749-61-3 C₈H₆ClNO 
• 1105704-31-1 OHC₆H₂ClCH₃CH₂N(CH₂C₅H₄N)2 
• 726191-06-6 tert-butyl 3-(5-chloro-2-hydroxy-3-methylphenyl)-3-(hydroxyamino)propanoate 
• 179728-65-5 5-Chloro-2-(2,2-diethoxy-ethoxy)-3-methyl-benzaldehyde 

Relevant articles and documents

Synthesis of deuterated benzopyran derivatives as selective COX-2 inhibitors with improved pharmacokinetic properties

We designed a series of specifically deuterated benzopyran analogues as new COX-2 inhibitors with the aim of improving their pharmacokinetic properties. As expected, the deuterated compounds retained potency and selectivity for COX-2. The new molecules possess improved pharmacokinetic profiles in rats compared to their nondeuterated congeners. Most importantly, the new compounds showed pharmacodynamic efficacy in several murine models of inflammation and pain. The benzopyran derivatives were separated into their enantiomers, and the activity was found to reside with the S-isomers. To streamline the synthesis of the desired S-isomers, an organocatalytic asymmetric domino oxa-Michael/aldol condensation reaction was developed for their preparation.

R-Isomers of Arg-Gly-Asp (RGD) mimics as potent αvβ3 inhibitors

The integrin αvβ3, vitronectin receptor, is expressed in a number of cell types and has been shown to mediate adhesion of osteoclasts to bone matrix, vascular smooth muscle cell migration, and angiogenesis. We recently disclosed the

3-Benzo[b]furyl- and 3-benzo[b]thienylaminobutyric acids as GABA(B) ligands. Synthesis and structure-activity relationship studies

Baclofen (β-p-chlorophenyl GABA) is one of the selective agonists for the bicuculline-insensitive GABA(B) receptors. In the search for new compounds that bind to GABA(B) receptors it is very important to clarify the structural requirements. We report the syntheses of and binding studies on various 3- heteroaromatic (benzo[b]furan and benzo[b]thiophen)aminobutyric acids. The 4- amino-3-(7-methyl-benzo[b]furan-2-yl)butanoic acid 8g is a potent and specific ligand for GABA(B) receptors, with an IC50 value of 5.4 μM in the displacement of [3H]GABA.