80430-22-4

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 5-amino-2-methansulfonyloxybenzoate is used as a key intermediate in the synthesis of various drugs for the treatment of different medical conditions. Its chemical structure allows for the development of anti-inflammatory, analgesic, and anti-hypertensive medications, making it a valuable component in the formulation of therapeutic agents.
Used in Anti-inflammatory Medications:
Methyl 5-amino-2-methansulfonyloxybenzoate is utilized as an active pharmaceutical ingredient in the production of anti-inflammatory drugs. It helps in reducing inflammation and associated symptoms, providing relief to patients suffering from conditions like arthritis and other inflammatory disorders.
Used in Analgesic Medications:
As a component in the synthesis of analgesics, Methyl 5-amino-2-methansulfonyloxybenzoate contributes to the development of pain-relieving medications. It aids in the management of acute and chronic pain by interacting with the body's pain receptors and reducing the sensation of discomfort.
Used in Anti-hypertensive Medications:
Methyl 5-amino-2-methansulfonyloxybenzoate is employed in the creation of anti-hypertensive drugs, which are crucial in the treatment of high blood pressure. Its role in these medications helps regulate blood pressure levels, reducing the risk of cardiovascular diseases and other hypertension-related complications.

InChI:InChI=1/C9H11NO5S/c1-14-9(11)7-5-6(10)3-4-8(7)15-16(2,12)13/h3-5H,10H2,1-2H3

Synthetic route

methyl 3-amino-6-methanesulfonyloxybenzoate (80430-22-4) + methyl salicylate (119-36-8) → methyl 2-hydroxy-5-[(4-methanesulfonyloxy-3-methoxycarbonylphenyl)azo]benzoate

Conditions	Yield
Stage #1: methyl 3-amino-6-methanesulfonyloxybenzoate With hydrogenchloride; sodium nitrite for 2h; Cooling with ice; Stage #2: methyl salicylate With potassium hydroxide at 0℃; for 2h; pH=8;	84.297%

methyl 3-amino-6-methanesulfonyloxybenzoate (80430-22-4) + methyl 2-hydroxy-5-nitrobenzoate (17302-46-4) + methanesulfonyl chloride (124-63-0) + methyl salicylate (119-36-8) → disodium azodisalicylate

Conditions	Yield
With hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium carbonate; sodium nitrite; palladium In pyridine; methanol; ice-water; ethanol; water; acetic acid; isopropyl alcohol; toluene

Relevant academic research and scientific papers

Method and intermediates for preparing high purity 3,3'-azo-bis-(6-hydroxy benzoic acid)

A method of preparing 3,3'-azo-bis-(6-hydroxy benzoic acid) of formula I STR1 and salts thereof in at least 98% purity for treating inflammatory intestinal diseases. According to the invention a compound II STR2 is diazotized, and the diazonium salt obtained is coupled with a compound III STR3 The formed intermediate IV, which is also comprised by the invention, STR4 is hydrolized in alkaline medium to form the compound I. R1, R2 and R3 signify lower alkyl, R2 also possibly substituted phenyl.