Synonym
SB-568849; SB 568849; SB568849.
IUPAC/Chemical Name
N-(4-(2-(diethylamino)ethoxy)-3-methoxyphenyl)-N-methyl-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxamide
InChi Key
JAIIZWCZERLWEK-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H31F3N2O3/c1-5-33(6-2)17-18-36-25-16-15-24(19-26(25)35-4)32(3)27(34)22-9-7-20(8-10-22)21-11-13-23(14-12-21)28(29,30)31/h7-16,19H,5-6,17-18H2,1-4H3
SMILES Code
O=C(N(C1=CC=C(OCCN(CC)CC)C(OC)=C1)C)C2=CC=C(C3=CC=C(C(F)(F)F)C=C3)C=C2
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
>2 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
More Info
About structure of SB-568849: SB-568849 was found to have some discrepancy depending on the source chosen.
1. Bioorg Med Chem Lett. 2006 Sep 15;16(18):4865-71. and Bioorg Med Chem Lett. 2006 Sep, 15;16(18):4872-8 listed SB-568849 has CAS#395679-53-5
Chemical name:N-[4-[2-(Diethylamino)ethoxy]-3-methoxyphenyl]-N-methyl-4'-(trifluoromethyl)[1,1'-biphenyl]-4-carboxamide
Smiles: O=C(C1=CC=C(C2=CC=C(C(F)(F)F)C=C2)C=C1)N(C3=CC=C(OCCN(CC)CC)C(OC)=C3)C
2. Sci-finder listed SB-568849 with CAS#395677-28-8
Chemical name: N-[4-[2-[Bis(1-methylethyl)amino]ethoxy]-3-methoxyphenyl]-4-(phenylmethyl)benzamide
Smiles Code: O=C(NC1=CC=C(OCCN(C(C)C)C(C)C)C(OC)=C1)C2=CC=C(CC3=CC=CC=C3)C=C2
3. Below web site listed structure:
Chemical name:N-[4-(2-ethylaminoethoxy)-3-methoxyphenyl]-N-methyl-4-[4-(trifluoromethyl)phenyl]benzamide
Smiles: O=C(N(C1=CC=C(OCCNCC)C(OC)=C1)C)C2=CC=C(C3=CC=C(C(F)(F)F)C=C3)C=C2
Web page 1: http://www.guidetopharmacology.org/GRAC/LigandDisplayForward?ligandId=1312
Web page 2: http://www.chemspider.com/Chemical-Structure.13174572.html
Preparing Stock Solutions
The following data is based on the
product
molecular weight
500.56
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: Witty DR, Bateson J, Hervieu GJ, Al-Barazanji K, Jeffrey P, Hamprecht D,
Haynes A, Johnson CN, Muir AI, O'Hanlon PJ, Stemp G, Stevens AJ, Thewlis K,
Winborn KY. Discovery of potent and stable conformationally constrained analogues
of the MCH R1 antagonist SB-568849. Bioorg Med Chem Lett. 2006 Sep
15;16(18):4872-8. Epub 2006 Jul 12. PubMed PMID: 16839763.
2: Witty DR, Bateson JH, Hervieu GJ, Jeffrey P, Johnson CN, Muir AI, O'Hanlon PJ,
Stemp G, Stevens AJ, Thewlis KM, Wilson S, Winborn KY. SAR of biphenyl
carboxamide ligands of the human melanin-concentrating hormone receptor 1 (MCH
R1): discovery of antagonist SB-568849. Bioorg Med Chem Lett. 2006 Sep
15;16(18):4865-71. Epub 2006 Jul 12. PubMed PMID: 16839761.
3: Kennedy AR, Todd JF, Dhillo WS, Seal LJ, Ghatei MA, O'Toole CP, Jones M, Witty
D, Winborne K, Riley G, Hervieu G, Wilson S, Bloom SR. Effect of direct injection
of melanin-concentrating hormone into the paraventricular nucleus: further
evidence for a stimulatory role in the adrenal axis via SLC-1. J Neuroendocrinol.
2003 Mar;15(3):268-72. PubMed PMID: 12588515.
