Synonym
Cgs 26129; Cgs-26129; Cgs26129; Sch 42354; Sch-42354; Sch42354;
IUPAC/Chemical Name
(3-mercapto-2-(2-methylbenzyl)propanoyl)-L-methionine
InChi Key
FGXXIAHRYGHABD-KZUDCZAMSA-N
InChi Code
InChI=1S/C16H23NO3S2/c1-11-5-3-4-6-12(11)9-13(10-21)15(18)17-14(16(19)20)7-8-22-2/h3-6,13-14,21H,7-10H2,1-2H3,(H,17,18)(H,19,20)/t13?,14-/m0/s1
SMILES Code
CSCC[C@@H](C(O)=O)NC(C(CS)CC1=CC=CC=C1C)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
341.48
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Trapani AJ, Balwierczak JL, Lappe RW, Stanton JL, Graybill SC, Hopkins MF, Savage P, Sperbeck DM, Jeng AY. Effects of metalloprotease inhibitors on the conversion of proendothelin-1 to endothelin-1. Biochem Mol Biol Int. 1993 Dec;31(5):861-7. PubMed PMID: 8136704.
2: Balwierczak JL, Kukkola PJ, Savage P, Jeng AY. Effects of metalloprotease inhibitors on smooth muscle endothelin-converting enzyme activity. Biochem Pharmacol. 1995 Jan 31;49(3):291-6. PubMed PMID: 7857315.
3: Thompson JS, Morice AH. Neutral endopeptidase inhibition increases the potency of ANP in isolated rat pulmonary resistance vessels and isolated blood perfused lungs. Pulm Pharmacol. 1995 Apr-Jun;8(2-3):143-7. PubMed PMID: 8820254.
4: SCH 42495. Drugs R D. 1999 Apr;1(4):354-6. PubMed PMID: 10566064.
5: Vemulapalli S, Chiu PJ, Chintala M, Bernardino V. Attenuation of ischemic acute renal failure by phosphoramidon in rats. Pharmacology. 1993 Sep;47(3):188-93. PubMed PMID: 8415869.
6: Fettner SH, Pai S, Zhu GR, Kosoglou T, Banfield CR, Batra V. Pharmacokinetic-pharmacodynamic (PK-PD) modeling for a new antihypertensive agent (neutral metalloendopeptidase inhibitor SCH 42354) in patients with mild to moderate hypertension. Eur J Clin Pharmacol. 1995;48(5):351-9. PubMed PMID: 8641322.
7: Burrell LM, Farina N, Risvanis J, Woollard D, Casely D, Johnston CI. Inhibition of neutral endopeptidase, the degradative enzyme for natriuretic peptides, in rat kidney after oral SCH 42495. Clin Sci (Lond). 1997 Jul;93(1):43-50. PubMed PMID: 9279202.
8: Watkins RW, Vemulapalli S, Chiu PJ, Foster C, Smith EM, Neustadt B, Haslanger M, Sybertz EJ. Atrial natriuretic factor potentiating and hemodynamic effects of SCH 42495, a new, neutral metalloendopeptidase inhibitor. Am J Hypertens. 1993 May;6(5 Pt 1):357-68. PubMed PMID: 8512660.
9: Alton KB, Hernandez A, Alvarez N, Patrick JE. High-performance liquid chromatographic determination of N-[2(S)-(mercaptomethyl)-3-(2-methylphenyl)-1-oxopropyl]-L-methionine, the active plasma metabolite of a prodrug atriopeptidase inhibitor (SCH 42495), using a thiol selective (Au/Hg) amperometric detector. J Chromatogr. 1992 Sep 2;579(2):307-17. PubMed PMID: 1429978.