Synonym
CB-30865; CB 30865; CB30865; ZM 242421; ZM242421; ZM-242421.
IUPAC/Chemical Name
4-(((7-bromo-2-methyl-4-oxo-1,4-dihydroquinazolin-6-yl)methyl)(prop-2-yn-1-yl)amino)-N-(pyridin-3-ylmethyl)benzamide
InChi Key
SHNBLWMBWXIKMR-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H22BrN5O2/c1-3-11-32(16-20-12-22-24(13-23(20)27)30-17(2)31-26(22)34)21-8-6-19(7-9-21)25(33)29-15-18-5-4-10-28-14-18/h1,4-10,12-14H,11,15-16H2,2H3,(H,29,33)(H,30,31,34)
SMILES Code
O=C(NCC1=CC=CN=C1)C2=CC=C(N(CC3=CC4=C(NC(C)=NC4=O)C=C3Br)CC#C)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, not in water
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
516.40
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: Lockman JW, Murphy BR, Zigar DF, Judd WR, Slattum PM, Gao ZH, Ostanin K, Green
J, McKinnon R, Terry-Lorenzo RT, Fleischer TC, Boniface JJ, Shenderovich M,
Willardsen JA. Analogues of
4-[(7-Bromo-2-methyl-4-oxo-3H-quinazolin-6-yl)methylprop-2-ynylamino]-N-(3-pyridy
lmethyl)benzamide (CB-30865) as potent inhibitors of nicotinamide
phosphoribosyltransferase (Nampt). J Med Chem. 2010 Dec 23;53(24):8734-46. doi:
10.1021/jm101145b. Epub 2010 Nov 16. PubMed PMID: 21080724.
2: Fleischer TC, Murphy BR, Flick JS, Terry-Lorenzo RT, Gao ZH, Davis T, McKinnon
R, Ostanin K, Willardsen JA, Boniface JJ. Chemical proteomics identifies Nampt as
the target of CB30865, an orphan cytotoxic compound. Chem Biol. 2010 Jun
25;17(6):659-64. doi: 10.1016/j.chembiol.2010.05.008. PubMed PMID: 20609415.
3: Bavetsias V, Skelton LA, Yafai F, Mitchell F, Wilson SC, Allan B, Jackman AL.
The design and synthesis of water-soluble analogues of CB30865, a
quinazolin-4-one-based antitumor agent. J Med Chem. 2002 Aug 15;45(17):3692-702.
PubMed PMID: 12166942.
4: Hiorns LR, Seckl MJ, Paradinas F, Sharp SY, Skelton LA, Brunstrom G, Newlands
ES, Kelland LR, Leyland-Jones B. A molecular cytogenetic approach to studying
platinum resistance. J Inorg Biochem. 1999 Oct;77(1-2):95-104. PubMed PMID:
10626360.