DAMPA

We are open as normal during COVID-19 pandemic. Order online, same day shipping out.

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 563418

CAS#: 19741-14-1

Description: DAMPA is a metabolite of methotrexate (MTX).


Price and Availability

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2020-07-10. Prices are subject to change without notice.

DAMPA is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 563418
Name: DAMPA
CAS#: 19741-14-1
Chemical Formula: C15H15N7O2
Exact Mass: 325.1287
Molecular Weight: 325.33
Elemental Analysis: C, 55.38; H, 4.65; N, 30.14; O, 9.84


Synonym: DAMPA; Deoxyaminopteroic acid; NSC131463; NSC-131463; NSC 131463;

IUPAC/Chemical Name: 4-[(2,4-Diaminopteridin-6-yl)methyl-methylamino]benzoic acid

InChi Key: LWCXZSDKANNOAR-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H15N7O2/c1-22(10-4-2-8(3-5-10)14(23)24)7-9-6-18-13-11(19-9)12(16)20-15(17)21-13/h2-6H,7H2,1H3,(H,23,24)(H4,16,17,18,20,21)

SMILES Code: O=C(O)C1=CC=C(N(CC2=NC3=C(N)N=C(N)N=C3N=C2)C)C=C1


Technical Data

Appearance:
Solid powder

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


References

1: Silva MF, Ribeiro C, Gonçalves VMF, Tiritan ME, Lima Á. Liquid chromatographic methods for the therapeutic drug monitoring of methotrexate as clinical decision support for personalized medicine: A brief review. Biomed Chromatogr. 2018 May;32(5):e4159. doi: 10.1002/bmc.4159. Epub 2018 Jan 12. Review. PubMed PMID: 29226354.

2: Subaihi A, Trivedi DK, Hollywood KA, Bluett J, Xu Y, Muhamadali H, Ellis DI, Goodacre R. Quantitative Online Liquid Chromatography-Surface-Enhanced Raman Scattering (LC-SERS) of Methotrexate and its Major Metabolites. Anal Chem. 2017 Jun 20;89(12):6702-6709. doi: 10.1021/acs.analchem.7b00916. Epub 2017 May 25. PubMed PMID: 28505414.

3: Oudart JB, Marquet B, Feliu C, Gozalo C, Djerada Z, Millart H. Analytical interference in the therapeutic drug monitoring of methotrexate. Ann Biol Clin (Paris). 2016 Jun 1;74(3):333-7. doi: 10.1684/abc.2016.1135. PubMed PMID: 27101631.

4: Roberts MS, Selvo NS, Roberts JK, Daryani VM, Owens TS, Harstead KE, Gajjar A, Stewart CF. Determination of Methotrexate, 7-Hydroxymethotrexate, and 2,4-Diamino-N(10)-methylpteroic Acid by LC-MS/MS in Plasma and Cerebrospinal Fluid and Application in a Pharmacokinetic Analysis of High-Dose Methotrexate. J Liq Chromatogr Relat Technol. 2016;39(16):745-751. doi: 10.1080/10826076.2016.1243558. Epub 2016 Oct 10. PubMed PMID: 28824272; PubMed Central PMCID: PMC5560609.

5: Schofield RC, Ramanathan LV, Murata K, Fleisher M, Pessin MS, Carlow DC. Development of an Assay for Methotrexate and Its Metabolites 7-Hydroxy Methotrexate and DAMPA in Serum by LC-MS/MS. Methods Mol Biol. 2016;1383:213-22. doi: 10.1007/978-1-4939-3252-8_23. PubMed PMID: 26660190.

6: Schofield RC, Ramanathan LV, Murata K, Grace M, Fleisher M, Pessin MS, Carlow DC. Development and validation of a turbulent flow chromatography and tandem mass spectrometry method for the quantitation of methotrexate and its metabolites 7-hydroxy methotrexate and DAMPA in serum. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Oct 1;1002:169-75. doi: 10.1016/j.jchromb.2015.08.025. Epub 2015 Aug 22. PubMed PMID: 26322588; PubMed Central PMCID: PMC4982141.

7: Passari AK, Mishra VK, Saikia R, Gupta VK, Singh BP. Isolation, abundance and phylogenetic affiliation of endophytic actinomycetes associated with medicinal plants and screening for their in vitro antimicrobial biosynthetic potential. Front Microbiol. 2015 Apr 7;6:273. doi: 10.3389/fmicb.2015.00273. eCollection 2015. PubMed PMID: 25904906; PubMed Central PMCID: PMC4388002.

8: Kataoka M, Tsuneishi S, Maeda Y, Masaoka Y, Sakuma S, Yamashita S. A new in vitro system for evaluation of passive intestinal drug absorption: establishment of a double artificial membrane permeation assay. Eur J Pharm Biopharm. 2014 Nov;88(3):840-6. doi: 10.1016/j.ejpb.2014.09.009. Epub 2014 Oct 7. PubMed PMID: 25304077.

9: Lalramliana, Knight JD, Laltlanhlua Z. Pethia rutila (Teleostei: Cyprinidae), a new species from Mizoram, Northeast India. Zootaxa. 2014 Jul 4;3827(3):366-74. doi: 10.11646/zootaxa.3827.3.6. PubMed PMID: 25081166.

10: Zhao SS, Bichelberger MA, Colin DY, Robitaille R, Pelletier JN, Masson JF. Monitoring methotrexate in clinical samples from cancer patients during chemotherapy with a LSPR-based competitive sensor. Analyst. 2012 Oct 21;137(20):4742-50. doi: 10.1039/c2an35839e. PubMed PMID: 22943049.

11: Klapkova E, Kukacka J, Kotaska K, Suchanska I, Urinovska R, Prusa R. The influence of 7-OH methotrexate metabolite on clinical relevance of methotrexate determination. Clin Lab. 2011;57(7-8):599-606. PubMed PMID: 21888024.

12: Uchiyama M, Matsumoto T, Matsumoto T, Jimi S, Takamatsu Y, Tamura K, Hara S. Simple and sensitive HPLC method for the fluorometric determination of methotrexate and its major metabolites in human plasma by post-column photochemical reaction. Biomed Chromatogr. 2012 Jan;26(1):76-80. doi: 10.1002/bmc.1628. Epub 2011 Mar 25. PubMed PMID: 21437923.

13: Cheng HL, Chiou SS, Liao YM, Lu CY, Chen YL, Wu SM. Analysis of methotrexate and its eight metabolites in cerebrospinal fluid by solid-phase extraction and triple-stacking capillary electrophoresis. Anal Bioanal Chem. 2010 Nov;398(5):2183-90. doi: 10.1007/s00216-010-4152-3. Epub 2010 Sep 6. PubMed PMID: 20820994.

14: Kumar VS, Law T, Kellogg M. Liquid chromatography-tandem mass spectrometry (LC-MS-MS) method for monitoring methotrexate in the setting of carboxypeptidase-G2 therapy. Methods Mol Biol. 2010;603:359-63. doi: 10.1007/978-1-60761-459-3_34. PubMed PMID: 20077087.

15: Nduati E, Hunt S, Kamau EM, Nzila A. 2,4-diaminopteridine-based compounds as precursors for de novo synthesis of antifolates: a novel class of antimalarials. Antimicrob Agents Chemother. 2005 Sep;49(9):3652-7. PubMed PMID: 16127035; PubMed Central PMCID: PMC1195384.

16: Buchen S, Ngampolo D, Melton RG, Hasan C, Zoubek A, Henze G, Bode U, Fleischhack G. Carboxypeptidase G2 rescue in patients with methotrexate intoxication and renal failure. Br J Cancer. 2005 Feb 14;92(3):480-7. PubMed PMID: 15668713; PubMed Central PMCID: PMC2362096.

17: Kuo CY, Wu HL, Kou HS, Chiou SS, Wu DC, Wu SM. Simultaneous determination of methotrexate and its eight metabolites in human whole blood by capillary zone electrophoresis. J Chromatogr A. 2003 Oct 3;1014(1-2):93-101. PubMed PMID: 14558615.

18: Widemann BC, Sung E, Anderson L, Salzer WL, Balis FM, Monitjo KS, McCully C, Hawkins M, Adamson PC. Pharmacokinetics and metabolism of the methotrexate metabolite 2, 4-diamino-N(10)-methylpteroic acid. J Pharmacol Exp Ther. 2000 Sep;294(3):894-901. PubMed PMID: 10945838.

19: Kuroda T, Namba K, Torimaru T, Kawashima K, Hayashi M. Species differences in oral bioavailability of methotrexate between rats and monkeys. Biol Pharm Bull. 2000 Mar;23(3):334-8. PubMed PMID: 10726889.

20: Widemann BC, Balis FM, Adamson PC. Dihydrofolate reductase enzyme inhibition assay for plasma methotrexate determination using a 96-well microplate reader. Clin Chem. 1999 Feb;45(2):223-8. PubMed PMID: 9931044.