Synonym
Deazaminopterin; CB 3702; CB-3702; CB3702; NCS 529860; NCS-529860; NCS529860;
IUPAC/Chemical Name
(4-(((2,4-diaminoquinazolin-6-yl)methyl)amino)benzoyl)-L-glutamic acid
InChi Key
IOLLERXPKZGYRA-INIZCTEOSA-N
InChi Code
InChI=1S/C21H22N6O5/c22-18-14-9-11(1-6-15(14)26-21(23)27-18)10-24-13-4-2-12(3-5-13)19(30)25-16(20(31)32)7-8-17(28)29/h1-6,9,16,24H,7-8,10H2,(H,25,30)(H,28,29)(H,31,32)(H4,22,23,26,27)/t16-/m0/s1
SMILES Code
O=C(O)CC[C@@H](C(O)=O)NC(C1=CC=C(NCC2=CC3=C(N)N=C(N)N=C3C=C2)C=C1)=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
438.44
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: Toner LE, Vrhovac R, Smith EA, Gardner J, Heaney M, Gonen M, Teruya-Feldstein J, Sirotnak F, O'Connor OA. The schedule-dependent effects of the novel antifolate pralatrexate and gemcitabine are superior to methotrexate and cytarabine in models of human non-Hodgkin's lymphoma. Clin Cancer Res. 2006 Feb 1;12(3 Pt 1):924-32. PubMed PMID: 16467107.
2: DeGraw JI, Christie PH, Kisliuk RL, Gaumont Y, Sirotnak FM. Synthesis and antifolate properties of 9-alkyl-10-deazaminopterins. J Med Chem. 1990 Jan;33(1):212-5. PubMed PMID: 2296020.
3: DeGraw JI, Christie PH, Tagawa H, Kisliuk RL, Gaumont Y, Schmid FA, Sirotnak FM. Synthesis and biological activity of resolved C-10 diastereomers of 10-methyl- and 10-ethyl-10-deazaminopterin. J Med Chem. 1986 Jun;29(6):1056-61. PubMed PMID: 3712374.
4: Samuels LL, Moccio DM, Sirotnak FM. Similar differential for total polyglutamylation and cytotoxicity among various folate analogues in human and murine tumor cells in vitro. Cancer Res. 1985 Apr;45(4):1488-95. PubMed PMID: 3978616.
5: DeGraw JI, Brown VH, Tagawa H, Kisliuk RL, Gaumont Y, Sirotnak FM. Synthesis and antitumor activity of 10-alkyl-10-deazaminopterins. A convenient synthesis of 10-deazaminopterin. J Med Chem. 1982 Oct;25(10):1227-30. PubMed PMID: 7143361.
6: DeGraw JI, Kisliuk RL, Gaumont Y, Baugh CM, Nair MG. Synthesis and antifolate activity of 10-deazaminopterin. J Med Chem. 1974 May;17(5):552-3. PubMed PMID: 4208480.
