6283-24-5

6283-24-5 structure

Name: p-aminophenylmercuric acetate
Chemical Name: acetyloxy-(4-aminophenyl)mercury
CAS Number: 6283-24-5
Molecular Formula: C₈H₉HgNO₂
Molecular Weight: 351.75
Catalog: Organic raw materials Organometallic compound Organic germanium, mercury, silver, platinum, etc.
Create Date: 2018-02-20 08:00:00
Modify Date: 2025-08-25 16:35:13
p-Aminophenylmercuric acetate is an organomercurial activator of matrix metalloproteinases (MMP). P-Aminophenylmercuric acetate participates in the activation and inhibition of MMP-8 by attacking protein sulfhydryl or inducing cysteine switching reaction. p-Aminophenylmercuric acetate promotes the shedding of betacellulin precursor (pro-BTC). p-Aminophenylmercuric acetate influences the binding of agonists and antagonists to the opiate receptor[1][2][3].

Name	acetyloxy-(4-aminophenyl)mercury
Synonyms	p-Aminophenylmercuriacetate P-aminophenylmercuric acetate EINECS 228-497-1 4-Aminophenylmercuriacetate 4-amino-phenylmercury (1+),acetate p-aminophenylmercury acetate 4-Amino-phenylquecksilber(1+),Acetat 4-Aminophenylmercuric acetate (Acetato-O)(4-aminophenyl)mercury MFCD00007820 p-(Acetoxymercuri)aniline (Acetato)(p-aminophenyl)mercury 4-(Acetoxymercurio)aniline p-NH2C6H4HgCH3CO2 APMA

Description	p-Aminophenylmercuric acetate is an organomercurial activator of matrix metalloproteinases (MMP). P-Aminophenylmercuric acetate participates in the activation and inhibition of MMP-8 by attacking protein sulfhydryl or inducing cysteine switching reaction. p-Aminophenylmercuric acetate promotes the shedding of betacellulin precursor (pro-BTC). p-Aminophenylmercuric acetate influences the binding of agonists and antagonists to the opiate receptor[1][2][3].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Metabolic Enzyme/Protease >> Cathepsin
In Vitro	p-Aminophenylmercuric acetate (APMA) (0-30 µM；20 min) 减少了大鼠脑匀浆中二氢吗啡结合位点的数量，增加了激动剂对结合钠抑制作用的敏感性[2]。 p-Aminophenylmercuric acetate (0.5 mM；30 min) 激活基质金属蛋白酶 2 和 9[3]。
References	[1]. Sanderson M P, et al. ADAM10 mediates ectodomain shedding of the betacellulin precursor activated by p-aminophenylmercuric acetate and extracellular calcium influx[J]. Journal of Biological Chemistry, 2005, 280(3): 1826-1837. [2]. PASTERNAK G W, et al. Differential effects of protein-modifying reagents on receptor binding of opiate agonists and antagonists[J]. Molecular Pharmacology, 1975, 11(3): 340-351. [3]. Gendron R, et al. Inhibition of the activities of matrix metalloproteinases 2, 8, and 9 by chlorhexidine[J]. Clinical Diagnostic Laboratory Immunology, 1999, 6(3): 437-439.

Melting Point	163-165 °C(lit.)
Molecular Formula	C₈H₉HgNO₂
Molecular Weight	351.75
Exact Mass	353.03400
PSA	52.32000
LogP	1.03590
Water Solubility	DMSO: 10 mg/mL, soluble

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OV5550000

CHEMICAL NAME :: Mercury, (acetato)(p-aminophenyl)-

CAS REGISTRY NUMBER :: 6283-24-5

BEILSTEIN REFERENCE NO. :: 3664749

LAST UPDATED :: 199712

DATA ITEMS CITED :: 23

MOLECULAR FORMULA :: C8-H9-Hg-N-O2

MOLECULAR WEIGHT :: 351.77

WISWESSER LINE NOTATION :: ZR D-HG-OV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 13 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 31,87,1927

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 18 mg/kg

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#04750 *** REVIEWS *** ACGIH TLV-TWA 0.1 mg(Hg)/m3 (skin) DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 *** U.S. STANDARDS AND REGULATIONS *** MSHA STANDARD-air:TWA 0.05 mg(Hg)/m3 DTLWS* "Documentation of the Threshold Limit Values for Substances in Workroom Air," Supplements. For publisher information, see 85INA8. Volume(issue)/page/year: 3,22,1973 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 0.05 mg(Hg)/m3;Skin JAN 1993 OEL-BELGIUM:TWA 0.05 mg(Hg)/m3;Skin JAN 1993 OEL-DENMARK:TWA 0.05 mg(Hg)/m3 JAN 1993 OEL-FINLAND:TWA 0.05 mg(Hg)/m3 JAN 1993 OEL-FRANCE:TWA 0.05 mg(Hg)/m3 JAN 1993 OEL-GERMANY:TWA 0.01 ppm (0.1 mg(Hg)/m3) JAN 1993 OEL-HUNGARY:TWA 0.02 mg(Hg)/m3;STEL 0.04 mg(Hg)/m3 JAN 1993 OEL-JAPAN:TWA 0.05 mg(Hg)/m3 JAN 1993 OEL-THE NETHERLANDS:TWA 0.05 mg(Hg)/m3;STEL 0.15 mg(Hg)/m3 JAN 1993 OEL-THE PHILIPPINES:TWA 0.05 mg(Hg)/m3 JAN 1993 OEL-POLAND:TWA 0.01 mg(Hg)/m3 JAN 1993 OEL-RUSSIA:TWA 0.05 mg(Hg)/m3;STEL 0.01 mg(Hg)/m3 JAN 1993 OEL-SWEDEN:TWA 0.05 mg(Hg)/m3 JAN 1993 OEL-THAILAND:STEL 0.05 mg(Hg)/m3 JAN 1993 OEL-UNITED KINGDOM:TWA 0.05 mg(Hg)/m3;STEL 0.15 mg(Hg)/m3 JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO MERCURY, ARYL AND INORGANIC-air:CL 0.1 mg/m3 (Sk) REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992

Hazard Codes	T+,N
Risk Phrases	R26/27/28;R33;R50/53
Safety Phrases	S13-S28-S36-S45-S60-S61
RIDADR	UN 2025 6.1/PG 2
WGK Germany	3
RTECS	OV5550000
Packaging Group	II
Hazard Class	6.1(a)

1600-27-7

74497-02-2

6283-24-5

Literature: Pesci, L. Gazzetta Chimica Italiana, 1899 , vol. 29 I, p. 394 - 399 Full Text Show Details Vecchiotti, L. Gazzetta Chimica Italiana, 1914 , vol. 44 II, p. 34 - 38

Precursor 1
1600-27-7
DownStream 5
540-37-4 92-87-5 611-98-3 97807-25-5
97807-27-7

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