Methotrexate-gamma-aspartate | CAS#64801-58-7 | growth inhibitor

MedKoo Cat#: 596915 | Name: Methotrexate-gamma-aspartate

Description:

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

Methotrexate-gamma-aspartate is used in antibody targeted liposomes. It also exhibits growth inhibitory effects.

Chemical Structure

Methotrexate-gamma-aspartate

CAS#64801-58-7

Theoretical Analysis

MedKoo Cat#: 596915

Name: Methotrexate-gamma-aspartate

CAS#: 64801-58-7

Chemical Formula: C24H27N9O8

Exact Mass: 569.1983

Molecular Weight: 569.53

Elemental Analysis: C, 50.61; H, 4.78; N, 22.13; O, 22.47

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Methotrexate-gamma-aspartate;

IUPAC/Chemical Name

((S)-4-carboxy-4-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)butanoyl)-L-aspartic acid

InChi Key

XYYCIYYWAVAWDS-GJZGRUSLSA-N

InChi Code

InChI=1S/C24H27N9O8/c1-33(10-12-9-27-20-18(28-12)19(25)31-24(26)32-20)13-4-2-11(3-5-13)21(37)30-14(22(38)39)6-7-16(34)29-15(23(40)41)8-17(35)36/h2-5,9,14-15H,6-8,10H2,1H3,(H,29,34)(H,30,37)(H,35,36)(H,38,39)(H,40,41)(H4,25,26,27,31,32)/t14-,15-/m0/s1

SMILES Code

O=C(O)C[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(C1=CC=C(N(CC2=NC3=C(N)N=C(N)N=C3N=C2)C)C=C1)=O)=O

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

>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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 569.53 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: Amin K, Ng KY, Brown CS, Bruno MS, Heath TD. LDL induced association of anionic liposomes with cells and delivery of contents as shown by the increase in potency of liposome dependent drugs. Pharm Res. 2001 Jul;18(7):914-21. PubMed PMID: 11496949. 2: Comiskey SJ, Heath TD. Leakage and delivery of liposome-encapsulated methotrexate-gamma-aspartate in a chemically defined medium. Biochim Biophys Acta. 1990 May 24;1024(2):307-17. PubMed PMID: 2354182. 3: Comiskey SJ, Heath TD. Serum-induced leakage of negatively charged liposomes at nanomolar lipid concentrations. Biochemistry. 1990 Apr 17;29(15):3626-31. PubMed PMID: 2340262. 4: Hege KM, Daleke DL, Waldmann TA, Matthay KK. Comparison of anti-Tac and anti-transferrin receptor-conjugated liposomes for specific drug delivery to adult T-cell leukemia. Blood. 1989 Nov 1;74(6):2043-52. PubMed PMID: 2679914. 5: Matthay KK, Abai AM, Cobb S, Hong K, Papahadjopoulos D, Straubinger RM. Role of ligand in antibody-directed endocytosis of liposomes by human T-leukemia cells. Cancer Res. 1989 Sep 1;49(17):4879-86. PubMed PMID: 2788031. 6: Ng KY, Heath TD. Liposome-dependent delivery of pteridine antifolates: a two-compartment growth inhibition assay for evaluating drug leakage and metabolism. Biochim Biophys Acta. 1989 Jun 6;981(2):261-8. PubMed PMID: 2730904. 7: Salord J, Schuber F. In vitro drug delivery mediated by ecto-NAD+-glycohydrolase ligand-targeted liposomes. Biochim Biophys Acta. 1988 Sep 16;971(2):197-206. PubMed PMID: 3167100. 8: Straubinger RM, Lopez NG, Debs RJ, Hong K, Papahadjopoulos D. Liposome-based therapy of human ovarian cancer: parameters determining potency of negatively charged and antibody-targeted liposomes. Cancer Res. 1988 Sep 15;48(18):5237-45. PubMed PMID: 3409248. 9: Berinstein N, Matthay KK, Papahadjopoulos D, Levy R, Sikic BI. Antibody-directed targeting of liposomes to human cell lines: role of binding and internalization on growth inhibition. Cancer Res. 1987 Nov 15;47(22):5954-9. PubMed PMID: 3664498. 10: Heath TD, Lopez NG, Piper JR, Montgomery JA, Stern WH, Papahadjopoulos D. Liposome-mediated delivery of pteridine antifolates to cells in vitro: potency of methotrexate, and its alpha and gamma substituents. Biochim Biophys Acta. 1986 Nov 6;862(1):72-80. PubMed PMID: 3768370. 11: Matthay KK, Heath TD, Badger CC, Bernstein ID, Papahadjopoulos D. Antibody-directed liposomes: comparison of various ligands for association, endocytosis, and drug delivery. Cancer Res. 1986 Oct;46(10):4904-10. PubMed PMID: 3756852. 12: Heath TD, Lopez NG, Papahadjopoulos D. The effects of liposome size and surface charge on liposome-mediated delivery of methotrexate-gamma-aspartate to cells in vitro. Biochim Biophys Acta. 1985 Oct 24;820(1):74-84. PubMed PMID: 3876848. 13: Papahadjopoulos D, Heath T, Bragman K, Matthay K. New methodology for liposome targeting to specific cells. Ann N Y Acad Sci. 1985;446:341-8. PubMed PMID: 2861775. 14: Bragman KS, Heath TD, Papahadjopoulos D. Cytotoxicity of antibody-directed liposomes that recognize two receptors on K562 cells. J Natl Cancer Inst. 1984 Jul;73(1):127-31. PubMed PMID: 6588220. 15: Matthay KK, Heath TD, Papahadjopoulos D. Specific enhancement of drug delivery to AKR lymphoma by antibody-targeted small unilamellar vesicles. Cancer Res. 1984 May;44(5):1880-6. PubMed PMID: 6713389. 16: Heath TD, Montgomery JA, Piper JR, Papahadjopoulos D. Antibody-targeted liposomes: increase in specific toxicity of methotrexate-gamma-aspartate. Proc Natl Acad Sci U S A. 1983 Mar;80(5):1377-81. PubMed PMID: 6572395; PubMed Central PMCID: PMC393600.