Synonym
BW 942C; BW-942C; BW942C; BW-942-C; Tyr-met-O-gly-4-No2-phe-pro-NH2;
IUPAC/Chemical Name
(2S)-1-((S)-2-(2-((S)-2-amino-3-(4-hydroxyphenyl)propanamido)acetamido)-3-(4-nitrophenyl)propanoyl)-N-(2-amino-4-(methylsulfinyl)butanoyl)pyrrolidine-2-carboxamide acetate
InChi Key
JOGNZJLBJAOLSV-UGDLZOKRSA-N
InChi Code
InChI=1S/C30H39N7O9S.C2H4O2/c1-47(46)14-12-22(31)28(41)35-29(42)25-3-2-13-36(25)30(43)24(16-19-4-8-20(9-5-19)37(44)45)34-26(39)17-33-27(40)23(32)15-18-6-10-21(38)11-7-18;1-2(3)4/h4-11,22-25,38H,2-3,12-17,31-32H2,1H3,(H,33,40)(H,34,39)(H,35,41,42);1H3,(H,3,4)/t22?,23-,24-,25-,47?;/m0./s1
SMILES Code
O=C(NC(C(N)CCS(C)=O)=O)[C@H]1N(C([C@H](CC2=CC=C([N+]([O-])=O)C=C2)NC(CNC([C@H](CC3=CC=C(O)C=C3)N)=O)=O)=O)CCC1.CC(O)=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
733.79
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: Boucher BA, Foster TS, Phillips BA, Fleck RJ, Kirksey DF, Cato AE. The acute effects of the enkephalin analogue BW 942C in humans. J Clin Pharmacol. 1987 Feb;27(2):151-4. PubMed PMID: 3119677.
2: Berschneider HM, Martens H, Powell DW. Effect of BW 942C, an enkephalinlike pentapeptide, on sodium and chloride transport in the rabbit ileum. Gastroenterology. 1988 Jan;94(1):127-36. PubMed PMID: 2446944.
3: James MK, Leighton HJ. Naloxazone treatment in the guinea pig ileum in vitro reveals second functional opioid receptor site. J Pharmacol Exp Ther. 1987 Jan;240(1):138-44. PubMed PMID: 3027301.
4: Kumor K, Su TP, Vaupel B, Haertzen C, Johnson RE, Goldberg S. Studies of kappa agonist. NIDA Res Monogr. 1986;67:18-25. PubMed PMID: 3018572.
5: Ericsson CD, DuPont HL, Johnson PC. Nonantibiotic therapy for travelers' diarrhea. Rev Infect Dis. 1986 May-Jun;8 Suppl 2:S202-6. Review. PubMed PMID: 3523716.
6: Kris MG, Gralla RJ, Clark RA, Tyson LB, Groshen S. Control of chemotherapy-induced diarrhea with the synthetic enkephalin BW942C: a randomized trial with placebo in patients receiving cisplatin. J Clin Oncol. 1988 Apr;6(4):663-8. PubMed PMID: 3282034.
7: Mucha RF, Iversen SD. Increased food intake after opioid microinjections into nucleus accumbens and ventral tegmental area of rat. Brain Res. 1986 Nov 12;397(2):214-24. PubMed PMID: 3026557.
8: Ericsson CD, Johnson PC, DuPont HL, Morgan DR. Role of a novel antidiarrheal agent, BW942C, alone or in combination with trimethoprim-sulfamethoxazole in the treatment of traveler's diarrhea. Antimicrob Agents Chemother. 1986 Jun;29(6):1040-6. PubMed PMID: 3524436; PubMed Central PMCID: PMC180497.
9: Morgan DR, Sellin J, Gutierrez L, DuPont HL, Wood LV. Evaluation of BW942C, a novel antidiarrheal agent, against enterotoxins of Escherichia coli and Vibrio cholerae. Infect Immun. 1985 Jun;48(3):754-8. PubMed PMID: 3838969; PubMed Central PMCID: PMC261252.
10: Vaupel DB, Cone EJ, Johnson RE, Su TP. Kappa opioid partial agonist activity of the enkephalin-like pentapeptide BW942C based on urination and in vitro studies in humans and animals. J Pharmacol Exp Ther. 1990 Jan;252(1):225-34. PubMed PMID: 2153801.
