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Merck
CN

S0826

S-PMH

≥98% (HPLC)

Synonym(s):

(Z)-5-(4-(ethylthio)benzylidene)-hydantoin, (Z)-5-[4-(Ethylthio)benzylidene]imidazolidine-2,4-dione, 5-(4-Ethylsulfanylbenzylidene)imidazolidine-2,4-dione

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About This Item

Empirical Formula (Hill Notation):
C12H12N2O2S
CAS Number:
1134426-32-6
Molecular Weight:
248.30
UNSPSC Code:
12352202
PubChem Substance ID:
329824180
MDL number:
MFCD12912441

Key Documents

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InChI

1S/C12H12N2O2S/c1-2-17-9-5-3-8(4-6-9)7-10-11(15)14-12(16)13-10/h3-7H,2H2,1H3,(H2,13,14,15,16)/b10-7-

SMILES string

CCSc1ccc(cc1)\C=C2/NC(=O)NC2=O

InChI key

UWMDBDYLNJITCD-YFHOEESVSA-N

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

Biochem/physiol Actions

S-PMH augments cell-cell adhesion by enhancing tight and adherens junctions (TJ and AJ) and by abolishing the destabilizing actions of Calcitonin (CT) on these complexes.
S-PMH augments cell-cell adhesion by enhancing tight and adherens junctions (TJ and AJ) and by abolishing the destabilizing actions of Calcitonin (CT) on these complexes. Calcitonin and its receptor are expressed in prostate cell cancers and plays a pivotal role in metastasis and tumorgenesis. It appears that CT promotes prostate cancer metastasis by reducing cell-cell adhesion through the disassembly of tight and adherens junctions and activation of B-catenin signaling. S-PMH apparently blocks CT-stimulated alphavbeta3 activity (a key factor in bone metastasis). In a nude mice model I.p. administered S-PMH and its S-ethyl derivative decreased orthotopic tumor growth and inhibited the formation of tumor micrometastases in distant organs. S-PMH is relatively nontoxic in a cell proliferation assay.

Features and Benefits

This compound is featured on the Calcitonin Gene-Related Peptides page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
069K4630

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Articles

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