4068-78-4

Basic information

• Product Name: Methyl 5-chloro-2-hydroxybenzoate
• Synonyms: 5-chloro-2-hydroxy-benzoicacimethylester;RARECHEM AL BF 0041;BUTTPARK 34\07-98;LABOTEST-BB LT00033611;METHYL 5-CHLOROSALICYLATE;METHYL 5-CHLORO-2-HYDROXYBENZOATE;5-CHLORO-2-HYDROXYBENZOIC ACID METHYL ESTER;5-CHLORO METHYLSALICYLATE
• CAS NO: 4068-78-4
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.59
• EINECS: 223-778-5
• Product Categories: Aromatic Esters;Esters;Phenyls & Phenyl-Het;Intermediate of azasetron hcl;Phenyls & Phenyl-Het;C8 to C9;Carbonyl Compounds;alcohol| alkyl chloride|carboxylic ester
• Mol File: 4068-78-4.mol
• Article Data: 45

Chemical Properties

• Melting Point: 46-50 °C(lit.)
• Boiling Point: 266.91°C (rough estimate)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.3245 (rough estimate)
• Vapor Pressure: 0.00751mmHg at 25°C
• Refractive Index: 1.5250 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.31±0.18(Predicted)
• CAS DataBase Reference: Methyl 5-chloro-2-hydroxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 5-chloro-2-hydroxybenzoate(4068-78-4)
• EPA Substance Registry System: Methyl 5-chloro-2-hydroxybenzoate(4068-78-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 4068-78-4(Hazardous Substances Data)

Usage

Description

Methyl 5-chloro-2-hydroxybenzoate, also known as Methyl 5-chlorosalicylate, is an organic compound derived from salicylic acid. It is characterized by the presence of a chlorine atom at the 5th position and a hydroxyl group at the 2nd position on the benzene ring, with a methyl ester group attached. Methyl 5-chloro-2-hydroxybenzoate is known for its versatile chemical properties and potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
Methyl 5-chloro-2-hydroxybenzoate is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to undergo further chemical reactions makes it a valuable building block for the development of new drugs.
Used in Chemical Synthesis:
Methyl 5-chloro-2-hydroxybenzoate is used as a key component in the synthesis of N-p-methoxyphenylbenzimino-p-chloro-o-carbomethoxyphenyl ether, a compound with potential applications in the chemical industry.
Used in Iodination Process:
Methyl 5-chlorosalicylate can be iodinated to yield 3-iodo-5-chlorosalicylate, which may have further applications in the synthesis of other organic compounds or materials.

InChI:InChI=1/C8H7ClO3/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4,10H,1H3

Upstream product

• 321-14-2 5-chloro-2-hydroxybenzoic acid 
• 74-88-4 methyl iodide 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 119-36-8 methyl salicylate 
• 69-72-7 salicylic acid 
• 117369-90-1 6-Chloro-3-oxo-hept-6-enoic acid methyl ester 
• 76-06-2 chloropicrin 
• 13698-16-3 ethyl N,N-dichlorocarbamate 
• 16487-46-0 methyl N,N-dichlorocarbamate 
• 75-36-5 acetyl chloride 

Downstream Products

• 125341-28-8 methyl 5-chloro-2-(3'-cyclohexenyl)salicylate 
• 16263-53-9 3,5-dichloro-1,2-benzoisoxazole 
• 24603-63-2 5-Chloro-benzo[d]isoxazol-3-one 
• 847729-94-6 methyl 5-chloro-2-[(5-nitropyridin-2-yl)oxy]benzoate 
• 91099-79-5 methyl 5-chloro-3-propionylsalicylate 
• 4068-68-2 methyl 5-chloro-2-hydroxy-3-iodobenzoate 
• 1251927-29-3 methyl 5-chloro-2-(3-cyanopropoxy)benzoate 
• 1228005-43-3 (E)-1-(5-chloro-2-hydroxyphenyl)-3-(2-chloro-6-ethoxyquinolin-3-yl)prop-2-en-1-one 
• 1351763-22-8 2-(3-(2H-tetrazol-5-yl)propoxy)-5-chlorobenzoic acid 
• 1351763-65-9 2-(3-(2H-tetrazol-5-yl)propoxy)-5-chloro-N-(2-oxo-5-(2,4,6-trichlorophenyl)-2,3-dihydro-1-benzo[e][1,4]diazepin-3-yl)benzamide 
• 73050-82-5 4-chloro-2-(dicyclohexyl-hydroxy-methyl)-phenol 
• 1569696-24-7 (E)-methyl 5-chloro-2-(hexa-3,5-dienyloxy)benzoate 
• 117380-00-4 2-hydroxy-5-chlorobenzyl bromide 

Relevant articles and documents

Design, modification of phyllanthone derivatives as anti-diabetic and cytotoxic agents

Twelve benzylidene derivatives, one Baeyer-Villiger oxidative, six imine derivatives were successfully designed and synthesised from phyllanthone. In the search for potential new anti-diabetic agents, phyllanthone along with its benzylidene and oxidation analogues were evaluated for enzyme inhibition against α-glucosidase. In the benzylidene series, most analogues displayed stronger activity than the mother compound. Compound 1c revealed the strongest activity, outperforming the acarbose positive control with an IC50 value of 19.59 μM. Phyllanthone and its derivatives were then tested for cytotoxic activity against the K562 cell line. The imine analogues displayed the most powerful cytotoxic activity with 3cand 3d having IC50 values of 57.55 and 68.02 μM, respectively.

Synthesis and biological evaluation of novel 5,6,7-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents

5,6,7-Trimethoxy flavonoid salicylate derivatives were designed by the joining of three important pharmacophores (TMP, flavonoid, and SA) according to the combination principle. A series of novel trimethoxy flavonoid salicylate derivatives were synthesized and their in vitro anti-tumor activities were evaluated. Among these derivatives, compound 7f exhibited excellent antiproliferative activity against HGC-27 cells and MGC-803 cells with IC50 values of 10.26 ± 6.94 μM and 17.17 ± 3.03 μM, respectively. Subsequently, the effects on cell colony formation (clonogenic survival assay), cell migration (wound healing assay), cell cycle distribution (PI staining assay), cell apoptosis (Hoechst 33258 staining assay and annexin V-FITC/PI dual staining assay), lactate level (lactate measurement), microtubules disarrangement (immunofluorescence staining analysis) and docking posture (molecular docking simulation) were determined. Further western blot analysis confirmed that compound 7f could effectively down-regulate the expression of glycolysis-related proteins HIF-1α, PFKM and PKM2 and tumor angiogenesis-related proteins VEGF. Overall, these studies suggested that compound 7f, as the representative compound of those, might be a promising candidate for the treatment of gastric cancer and deserved the further studies.

A three-methoxy flavone salicylic acid derivatives and its anti-tumor activity (by machine translation)

The invention discloses a three-methoxy flavone salicylic acid derivatives, can be used as a tumor blood vessel and tumor cell glycolysis double-target inhibitors, in order to block the tumor tissue has generated the blood vessel, in order to block tumor cell nutrient supply, at the same time inhibiting glycolysis process of tumor cells, tumor cells in the absence of nutrition, also cannot use their own glycolysis proliferate, thereby accelerating the death of tumor cells. The design of this invention is of tumor blood vessel with the glycolysis double-target inhibitor has the role of both, but than the combined medication safer and more convenient. (by machine translation)