THIOSALICYLIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H6O2S
Molecular Weight	154.186
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=C(S)C=CC=C1

InChI

InChIKey=NBOMNTLFRHMDEZ-UHFFFAOYSA-N

InChI=1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9)

HIDE SMILES / InChI

Molecular Formula	C7H6O2S
Molecular Weight	154.186
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: ISBN: 978-0-7637-6547-7, 'Nurse's Drug 2009' (2009), p. 949, Retrieved from https://books.google.com/books?id=pobp8JRNW1MC&pg | https://www.ncbi.nlm.nih.gov/pubmed/13563950

Thiosalicylic acid is an analgesic and anti-inflammatory agent. It is used (in form of sodium salt) to relieve symptoms of acute gout, painful musculoskeletal conditions, osteoarthritis and rheumatic fever. The drug exerts its action by inhibiting prostaglandin synthesis. Thiosalicylic acid usage is associated with the risk of contact dermatitis.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
prostaglandin biosynthetic process 23 Target ID: GO:0001516 Sources: ISBN: 978-0-7637-6547-7, 'Nurse's Drug 2009' (2009), p. 949, Retrieved from https://books.google.com/books?id=pobp8JRNW1MC&pg	Inhibitor 8146

Conditions

Condition	Modality	Highest Phase	Product
Acute gout 3 Sources: (2009) 'Nurse's Drug 2009', p. 949, retrieved from: https://books.google.com/books?id=pobp8JRNW1MC&pg	Palliative	Not Provided 505	REXOLATE Approved Use To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.
Musculoskeletal conditions 6 Sources: (2009) 'Nurse's Drug 2009', p. 949, retrieved from: https://books.google.com/books?id=pobp8JRNW1MC&pg	Palliative	Not Provided 505	REXOLATE Approved Use To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.
Osteoarthritis 155 Sources: (2009) 'Nurse's Drug 2009', p. 949, retrieved from: https://books.google.com/books?id=pobp8JRNW1MC&pg	Palliative	Not Provided 505	REXOLATE Approved Use To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.
Rheumatic fever 6 Sources: (2009) 'Nurse's Drug 2009', p. 949, retrieved from: https://books.google.com/books?id=pobp8JRNW1MC&pg	Primary	Not Provided 505	REXOLATE Approved Use To relieve symptoms of acute gout, to relieve pain from musculoskeletal conditions, to relieve symptoms of osteoarthritis, to treat rheumatic fever.

PubMed

Title	Date	PubMed
Thimerosal in the detection of clinically relevant allergic contact reactions.	2001 Jul	11423830
Biochemical and molecular basis of thimerosal-induced apoptosis in T cells: a major role of mitochondrial pathway.	2002 Aug	12140745
Preconcentration of lead with Amberlite XAD-2 and Amberlite XAD-7 based chelating resins for its determination by flame atomic absorption spectrometry.	2002 Mar 11	18968550
The thiol reagent, thimerosal, irreversibly inhibits meiosis reinitiation in mouse oocyte when applied during a very early and narrow temporal window: a pharmacological analysis.	2003 Aug	12840819
A new LC/MS-method for the quantitation of acrylamide based on a stable isotope dilution assay and derivatization with 2-mercaptobenzoic acid. Comparison with two GC/MS methods.	2003 Dec 31	14690366
Effect of taxol and okadaic acid on microtubule dynamics in thimerosal-arrested primary mouse oocytes: a confocal study.	2003 Sep	14519558
Effect of ring substitution position on the structural conformation of mercaptobenzoic acid self-assembled monolayers on Au(111).	2006 Dec 19	17154594
Analysis of acrylamide in food samples by capillary zone electrophoresis.	2006 Jul 7	16310205
Analysis of acrylamide in food products by in-line preconcentration capillary zone electrophoresis.	2006 Sep 29	16843477
Natural products as an inspiration in the diversity-oriented synthesis of bioactive compound libraries.	2008 Aug	18663392
Determination of acrylamide during roasting of coffee.	2008 Aug 13	18624446
Cleavage of focal adhesion kinase is an early marker and modulator of oxidative stress-induced apoptosis.	2008 Jan 10	17888894
Synthesis and biological evaluation of sulfur-containing cinnamate and salicylate derivatives.	2008 Mar	18310951
Thimerosal and the relevance of patch-test reactions in children.	2008 Sep-Oct	18845117
Zinc ions cause the thimerosal-induced signal of fluorescent calcium probes in lymphocytes.	2009 Feb	18977527
[1,2-Bis(diphenyl-phosphino)ethane-κP,P'](2-carboxyl-atothio-phenolato-κO,S)nickel(II) methanol solvate.	2009 Jan 8	21581768
Ultrasonic-assisted precolumn derivatization-HPLC determination of acrylamide formed in Radix Asparagi during heating process.	2009 May 1	19269121
Mercury exposure, nutritional deficiencies and metabolic disruptions may affect learning in children.	2009 Oct 27	19860886
2-[(2-Carboxy-phen-yl)sulfan-yl]acetic acid.	2009 Sep 5	21577786
Sensitization effect of thimerosal is mediated in vitro via reactive oxygen species and calcium signaling.	2010 Jul-Aug	20457211
Electrochemical scanning tunneling spectroscopy of redox-active molecules bound by Au-C bonds.	2010 Mar 3	19954234
Poly[(dimethyl-formamide)(μ(4)-2,2'-sulfanediyldibenzoato)nickel(II)].	2010 Mar 6	21580481
Low molecular weight thiols reduce thimerosal neurotoxicity in vitro: modulation by proteins.	2010 Oct 29	20696200

Patents

Sample Use Guides

In Vivo Use Guide

Acute gout: initial dose is 100 mg every 3 to 4 hours for 2 days, then 100 mg daily. Painful musculoskeletal conditions: 50 to 100 mg daily or every other day. Osteoarthritis: 10 mg 3 times/week for several weeks then once a week, usually up to a total dosage of 2.5 g. Rheumatic fever: initial dose is 100 to 150 mg every 4 to 8 hours for 3 days, then 100 mg two times daily.

Route of Administration: Other

In Vitro Use Guide

Human platelets were incubated with thiosalicylic acid at 0.5 mM for 3 min in the presence of 1,2 and 1,3-glyceryl dinitrate. A concentration-dependent inhibition of platelet aggregation was observed.

Substance Class	Chemical Created by `admin` on `Fri Dec 16 16:42:39 UTC 2022` Edited by `admin` on `Fri Dec 16 16:42:39 UTC 2022`
Record UNII	CIP6LXN5XW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THIOSALICYLIC ACID

Official Name

English

Thiosalicylic acid [WHO-DD]

Common Name

English

O-SULFHYDRYLBENZOIC ACID

Systematic Name

English

THIOSALICYLATE

Systematic Name

English

2-MERCAPTOBENZOIC ACID

Systematic Name

English

THIOSALICYLIC ACID [USP IMPURITY]

Common Name

English

THIOSALICYLIC ACID [MI]

Common Name

English

NSC-660640

Code

English

THIOSALICYLIC ACID [INCI]

Common Name

English

NSC-2184

Code

English

2-THIOSALICYLIC ACID [HSDB]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

78903