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p-aminophenylmercuric acetate

Names

[ CAS No. ]:
6283-24-5

[ Name ]:
p-aminophenylmercuric acetate

[Synonym ]:
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

Biological Activity

[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.  

Chemical & Physical Properties

[ 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

MSDS

Toxicological Information

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

Safety Information

[ 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)

Synthetic Route

Precursor & DownStream


Related Compounds

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