MedKoo Cat#: 597210 | Name: Aminopterin N-hydroxysuccinimide ester

Description:

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

Aminopterin N-hydroxysuccinimide ester is an antineoplastic drug with immunosuppressive properties often used in chemotherapy. Aminopterin is a synthetic derivative of pterin. Aminopterin works as an enzyme inhibitor by competing for the folate binding site of the enzyme dihydrofolate reductase. Its binding affinity for dihydrofolate reductase effectively blocks tetrahydrofolate synthesis. This results in the depletion of nucleotide precursors and inhibition of DNA, RNA, and protein synthesis.

Chemical Structure

Aminopterin N-hydroxysuccinimide ester
Aminopterin N-hydroxysuccinimide ester
CAS#98457-88-6

Theoretical Analysis

MedKoo Cat#: 597210

Name: Aminopterin N-hydroxysuccinimide ester

CAS#: 98457-88-6

Chemical Formula: C23H25N9O7

Exact Mass:

Molecular Weight: 539.50

Elemental Analysis: C, 51.20; H, 4.67; N, 23.37; O, 20.76

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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Synonym
Aminopterin N-hydroxysuccinimide ester; Nhs-aminopterin; Nhs-aminopterin; N-Hydroxysuccinimide aminopterin;
IUPAC/Chemical Name
2,5-dioxopyrrolidin-1-ium (S)-4-carboxy-2-(4-((2,4-diaminopteridin-6-yl)(methyl)amino)benzamido)butanoate
InChi Key
ZIYZJZWTJLCPDD-MERQFXBCSA-N
InChi Code
InChI=1S/C19H20N8O5.C4H5NO2/c1-27(12-8-22-16-14(24-12)15(20)25-19(21)26-16)10-4-2-9(3-5-10)17(30)23-11(18(31)32)6-7-13(28)29;6-3-1-2-4(7)5-3/h2-5,8,11H,6-7H2,1H3,(H,23,30)(H,28,29)(H,31,32)(H4,20,21,22,25,26);1-2H2,(H,5,6,7)/t11-;/m0./s1
SMILES Code
O=C(CC1)[NH2+]C1=O.O=C(O)CC[C@@H](C([O-])=O)NC(C2=CC=C(N(C3=NC4=C(N)N=C(N)N=C4N=C3)C)C=C2)=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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 539.50 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.

Recalculate based on batch purity %
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: Chiao JH, Roy K, Tolner B, Yang CH, Sirotnak FM. RFC-1 gene expression regulates folate absorption in mouse small intestine. J Biol Chem. 1997 Apr 25;272(17):11165-70. PubMed PMID: 9111015. 2: Yang CH, Sirotnak FM, Mines LS. Further studies on a novel class of genetic variants of the L1210 cell with increased folate analogue transport inward. Transport properties of a new variant, evidence for increased levels of a specific transport protein, and its partial characterization following affinity labeling. J Biol Chem. 1988 Jul 15;263(20):9703-9. PubMed PMID: 2838477.