4-Aminophenylmercuric acetate

4-Aminophenylmercuric acetate
Names
	IUPAC name Acetyloxy-(4-aminophenyl)mercury
Identifiers
CAS Number	6283-24-5;
3D model (JSmol)	Interactive image;
Beilstein Reference	3664749
ChemSpider	8082118;
ECHA InfoCard	100.025.907
EC Number	228-497-1;
PubChem CID	16682983;
CompTox Dashboard (EPA)	DTXSID8064197 ;
	InChI InChI=1S/C6H6N.C2H4O2.Hg/c7-6-4-2-1-3-5-6;1-2(3)4;/h2-5H,7H2;1H3,(H,3,4);/q;;+1/p-1 Key: RXSUFCOOZSGWSW-UHFFFAOYSA-M;
	SMILES CC(=O)O[Hg]C1=CC=C(C=C1)N;
Properties
Chemical formula	C8H9HgNO2
Molar mass	351.757 g·mol−1
Appearance	off-white powder
Solubility in water	5 mM
Solubility	DMSO
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H300, H310, H330, H373, H410
Precautionary statements	P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4-Aminophenylmercuric acetate (CH₃CO₂HgC₆H₄NH₂, also known as 4-(Acetoxymercurio)aniline or APMA), is an organomercurial compound and thiol-blocking reagent used in experimental biology and chemistry to activate matrix metalloproteinases and collagenase proteolytic enzymes.^[1]^[2] The material is highly toxic.

^ Rosenfeldt, Mathias (2005). "The organomercurial 4-aminophenylmercuric acetate, independent of matrix metalloproteinases, induces dose-dependent activation/ inhibition of platelet aggregation". Thromb Haemost. 93 (2): 326–330. doi:10.1160/th04-08-0541. PMID 15711750. S2CID 11814137.
^ Sellers, Anthony; Cartwright, Elizabeth; Murphy, Gillian; Reynolds, John (1977). "Evidence that Latent Collagenases are Enzyme-Inhibitor Complexes". Biochemical Journal. 163 (2): 303–307. doi:10.1042/bj1630303. PMC 1164697. PMID 194584.