Thiomandelic acid

Modify Date: 2025-08-25 18:52:36

Thiomandelic acid structure	Common Name	Thiomandelic acid
	CAS Number	4695-09-4	Molecular Weight	168.21300
	Density	N/A	Boiling Point	N/A
	Molecular Formula	C₈H₈O₂S	Melting Point	N/A
	MSDS	N/A	Flash Point	N/A

Use of Thiomandelic acid

Thiomandelic acid is a broad spectrum inhibitor of Zinc -lactamases[1].

Name	2-phenyl-2-sulfanylacetic acid
Synonym	More Synonyms

Description	Thiomandelic acid is a broad spectrum inhibitor of Zinc -lactamases[1].
Related Catalog	Research Areas >> Infection Research Areas >> Inflammation/Immunology Signaling Pathways >> Anti-infection >> Bacterial
In Vitro	Thiomandelic acid is found to be a reasonably potent (submicromolar) inhibitor for all of the MBLs tested, except for the subclass B2 enzyme from A. hydrophila (CphA)[1]. Thiomandelic Acid binds to both metal ions in metallo-β-lactamase and induces positive cooperativity in metal binding[2].
References	[1]. C Mollard, et al. Thiomandelic acid, a broad spectrum inhibitor of zinc beta-lactamases: kinetic and spectroscopic studies. J Biol Chem. 2001 Nov 30;276(48):45015-23. [2]. Christian Damblon, et al. The inhibitor thiomandelic acid binds to both metal ions in metallo-beta-lactamase and induces positive cooperativity in metal binding. J Biol Chem. 2003 Aug 1;278(31):29240-51.

Molecular Formula	C₈H₈O₂S
Molecular Weight	168.21300
Exact Mass	168.02500
PSA	76.10000
LogP	1.74210

Hazard Codes	Xi

S-acetyl-α-phen...

CAS#:41128-19-2

~88%

Thiomandelic acid

CAS#:4695-09-4

Literature: THE UNIVERSITY OF EDINBURGH; WEBSTER, Scott, Peter; SECKL, Jonathan, Robert; WALKER, Brian, Robert; WARD, Peter; PALLIN, Thomas, David; DYKE, Hazel, Joan; PERRIOR, Trevor, Robert Patent: WO2010/146338 A1, 2010 ; Location in patent: Page/Page column 77 ; WO 2010/146338 A1

2-Bromo-2-pheny...

CAS#:4870-65-9

~68%

Thiomandelic acid

CAS#:4695-09-4

Literature: Kudelko, Agnieszka Tetrahedron, 2012 , vol. 68, # 18 p. 3616 - 3625

2-amino-5-pheny...

CAS#:1762-68-1

~68%

Thiomandelic acid

CAS#:4695-09-4

Literature: A. H. Robins Company, Inc. Patent: US5061720 A1, 1991 ; US 5061720 A

Mandelic acid

CAS#:611-71-2

Thiomandelic acid

CAS#:4695-09-4

Literature: Lu, Dongning; Nadas, Janos; Zhang, Guisheng; Johnson, Wesley; Zweier, Jay L.; Cardounel, Arturo J.; Villamena, Frederick A.; Wang, Peng George Journal of the American Chemical Society, 2007 , vol. 129, # 17 p. 5503 - 5514

Benzeneacetic a...

CAS#:4755-72-0

Thiomandelic acid

CAS#:4695-09-4

Literature: Parravano; Tommasi Gazzetta Chimica Italiana, 1909 , vol. 39 II, p. 62

(+/-)-ethoxythi...

CAS#:56601-83-3

Thiomandelic acid

CAS#:4695-09-4

Literature: McIntosh, John M.; Siddiqui, Maqbool A. Canadian Journal of Chemistry, 1983 , vol. 61, p. 1872 - 1875

4-nitrosotoluene

CAS#:623-11-0

N/A

CAS#:4695-07-2

Phenylglyoxylic acid

CAS#:611-73-4

Thiomandelic acid

CAS#:4695-09-4

Literature: Schoeberl; Berninger; Harren Chemische Berichte, 1934 , vol. 67, p. 1545,1550 Full Text Show Details Schoeberl; Eck Justus Liebigs Annalen der Chemie, 1936 , vol. 522, p. 97,107

Precursor 7
CAS#:41128-19-2 S-acetyl-α-phen... CAS#:4870-65-9 2-Bromo-2-pheny... CAS#:1762-68-1 2-amino-5-pheny... CAS#:611-71-2 Mandelic acid
CAS#:4755-72-0 Benzeneacetic a... CAS#:56601-83-3 (+/-)-ethoxythi... CAS#:623-11-0 4-nitrosotoluene
DownStream 2
CAS#:13148-63-5 2-benzyl-1,3,4-... CAS#:496-31-1 2,3-Dihydrobenz...