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S3445

Sigma-Aldrich

SM-19712 hydrate

≥98% (HPLC)

Synonym(s):

4-Chloro-N-[[(4-cyano-3-methyl-1-phenyl-1H-pyrazol-5-yl)amino]carbonyl]benzenesulfonamide sodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C18H13ClN5NaO3S · xH2O
CAS Number:
194542-56-8
Molecular Weight:
437.84 (anhydrous basis)
MDL number:
MFCD06798351
UNSPSC Code:
12352200
PubChem Substance ID:
329824532
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

off-white to light brown

solubility

DMSO: ≥20 mg/mL
H2O: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

ClC1=CC=C(S(N(C(NC2=C(C#N)C(C)=NN2C3=CC=CC=C3)=O)[Na])(=O)=O)C=C1

InChI

1S/C12H10ClN5O3S.Na.H2O/c1-7-10(6-14)11(17-16-7)15-12(19)18-22(20,21)9-4-2-8(13)3-5-9;;/h2-5H,1H3,(H3,15,16,17,18,19);;1H2/q;+1;/p-1

InChI key

HLHPDQXMLDUDQV-UHFFFAOYSA-M

Application

SM-19712 hydrate was used in studies to determine the effectiveness of ECE inhibition as a treatment option for Alzheimer′s disease.

Biochem/physiol Actions

SM-19712 a sulfonylureid-pyrazole derivative is a potent and selective inhibitor of endothelin converting enzyme (ECE). It attenuates the effects of ischemic acute renal failure and reduces the inflammation, tissue injury and vasoconstriction induced by dextran sodium sulfate in mouse colon.
Nonpeptide, potent and selective endothelin converting enzyme inhibitor.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Seungjun Lee et al.
Inflammatory bowel diseases, 15(7), 1007-1013 (2009-02-10)
Ingestion by mice of dextran sodium sulfate (DSS) induces colonic vasoconstriction and inflammation, with some of the effects potentially mediated by the vasoconstrictor endothelin-1 (ET-1). In this study, mice given 5% 40 kD DSS for 5-6 days had elevated colonic
Niki C Carty et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 16(9), 1580-1586 (2008-07-31)
Reduction of Abeta deposition is a major therapeutic strategy in Alzheimer's disease (AD). The concentration of Abeta in the brain is modulated not only by Abeta production but also by its degradation. One of the proteases involved in the degradation
Y Matsumura et al.
Japanese journal of pharmacology, 84(1), 16-24 (2000-10-24)
Effects of SM-19712 (4-chloro-N-[[(4-cyano-3-methyl- 1-1-phenyl- 1H-pyrazol-5-yl)amino]carbonyl] benzenesulfonamide, monosodium salt), a novel endothelin converting enzyme (ECE) inhibitor, on ischemic acute renal failure (ARF) in rats were examined in comparison with those of phosphoramidon, a conventional ECE inhibitor. ARF was induced by
K Umekawa et al.
Japanese journal of pharmacology, 84(1), 7-15 (2000-10-24)
We describe the pharmacological characteristics of SM-19712 (4-chloro-N-[[(4-cyano-3-methyl-1-phenyl-1H-pyrazol-5-yl)amino]carbonyl] benzenesulfonamide, monosodium salt). SM-19712 inhibited endothelin converting enzyme (ECE) solubilized from rat lung microsomes with an IC50 value of 42 nM and, at 10 - 100 microM, had no effect on other

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