Related CAS #
123658-06-0 (disulfide)
Synonym
DL-Thiorphan; Thiorphan
IUPAC/Chemical Name
N-[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]-glycine
InChi Key
LJJKNPQAGWVLDQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H15NO3S/c14-11(15)7-13-12(16)10(8-17)6-9-4-2-1-3-5-9/h1-5,10,17H,6-8H2,(H,13,16)(H,14,15)
SMILES Code
O=C(NCC(O)=O)C(CS)CC1=CC=CC=C1
Purity
>95% (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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
253.32
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. Whyteside, A.R., and Turner, A.J. Human neprilysin-2 (NEP2) and NEP display distinct subcellular localisations and substrate preferences. FEBS Lett. 582(16), 2382-2386 (2008).
2. Inguimbert, N., Coric, P., Poras, H., et al. Toward an optimal joint recognition of the S1' subsites of endothelin converting enzyme-1 (ECE-1), angiotensin converting enzyme (ACE), and neutral endopeptidase (NEP). J. Med. Chem. 45(7), 1477-1486 (2002).
3. Krassói, I., Pataricza, J., and Papp, J.G. Thiorphan enhances bradykinin-induced vascular relaxation in hypoxic/hyperkalaemic porcine coronary artery. J. Pharm. Pharmacol. 55(3), 339-345 (2003).
4. Chicau-Chover, M., Dubrasquet, M., Chariot, J., et al. Thiorphan and acetorphan inhibit gastric secretion by a central, non-opioid mechanism in the rat. Eur. J. Pharmacol. 154(3), 247-254 (1998).
5. Mouri, A., Zou, L.B., Iwata, N., et al. Inhibition of neprilysin by thiorphan (i.c.v.) causes an accumulation of amyloid β and impairment of learning and memory. Behav. Brain Res. 168(1), 83-91 (2006).
