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PZ0198

Sigma-Aldrich

Prinomastat hydrochloride

≥95% (HPLC)

Synonyme(s) :

(S)-2,2-Dimethyl-4-((p-(4-pyridyloxy)phenyl)sulfonyl)-3-thiomorpholinecarbohydroxamic acid hydrochloride, AG 3340 hydrochloride, AG-3340 hydrochloride, AG3340 hydrochloride

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About This Item

Formule empirique (notation de Hill):
C18H21N3O5S2 · HCl
Numéro CAS:
192329-42-3
Poids moléculaire :
459.97
Code UNSPSC :
12352200
ID de substance PubChem :
329823770
Nomenclature NACRES :
NA.77

Pureté

≥95% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

H2O: 15 mg/mL (clear solution)

Température de stockage

room temp

Chaîne SMILES 

Cl.CC1(C)SCCN([C@H]1C(=O)NO)S(=O)(=O)c2ccc(Oc3ccncc3)cc2

InChI

1S/C18H21N3O5S2.ClH/c1-18(2)16(17(22)20-23)21(11-12-27-18)28(24,25)15-5-3-13(4-6-15)26-14-7-9-19-10-8-14;/h3-10,16,23H,11-12H2,1-2H3,(H,20,22);1H/t16-;/m0./s1

Clé InChI

UQGWXXLNXBRNBU-NTISSMGPSA-N

Description générale

Prinomastat comprises hydroxamic acid group and chelates with zinc ion.

Application

Prinomastat hydrochloride has been used as an antagonist for metalloproteinases (MMPs) in Crotalus atrox venom samples and mouse embryo cultures. It may be used as a MMP-2 inhibitor in HepG2 cells.

Actions biochimiques/physiologiques

Prinomastat is a matrix metalloprotease (MMP) inhibitor with selectivity for MMPs 2, 3, 9, 13, and 14. Inhibition of these MMPs has been postulated to block tumor invasion and metastasis. It is extremely potent at MMP-3 and MMP-2 with IC50s, 30 pM & 50 pM, respectively.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H360

Classification des risques

Repr. 1B

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Devin W McBride et al.
Journal of neuroscience research, 98(1), 191-200 (2018-09-23)
Hemorrhagic transformation after ischemic stroke is an independent predictor for poor outcome and is characterized by blood vessel rupture leading to brain edema. To date, no therapies for preventing hemorrhagic transformation exist. Disintegrins from the venom of Crotalus atrox have
A F Dulhunty et al.
Progress in biophysics and molecular biology, 79(1-3), 45-75 (2002-09-13)
Excitation-contraction coupling in both skeletal and cardiac muscle depends on structural and functional interactions between the voltage-sensing dihydropyridine receptor L-type Ca(2+) channels in the surface/transverse tubular membrane and ryanodine receptor Ca(2+) release channels in the sarcoplasmic reticulum membrane. The channels
Abhinandan Chowdhury et al.
Toxicology letters, 340, 77-88 (2021-01-08)
Species within the viperid genus Macrovipera are some of the most dangerous snakes in the Eurasian region, injecting copious amounts of potent venom. Despite their medical importance, the pathophysiological actions of their venoms have been neglected. Particularly poorly known are
Hongli Hu et al.
Scientific reports, 5, 8370-8370 (2015-02-11)
Dihydropyridine receptor (DHPR), an L-type Ca(2+) channel complex, plays an essential role in muscle contraction, secretion, integration of synaptic input in neurons and synaptic transmission. The molecular architecture of DHPR complex remains elusive. Here we present a 15-Å resolution cryo-electron
Jin-Kyoung Yang et al.
Nanoscale, 8(24), 12272-12281 (2016-06-09)
Molecule-induced assembly of nanomaterials can alter their unique chemical and physical properties, which can be a promising approach for sensing. Herein, we demonstrate an optical 'turn-on' biosensor for the detection of matrix metalloproteinase-2 (MMP-2), fabricated by means of a peptide-induced
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