Methotrexate-d3

Base Information

• Chemical Name: Methotrexate-d3
• CAS No.: 432545-63-6
• Molecular Formula: C20H19 D3 N8 O5
• Molecular Weight: 457.46
• European Community (EC) Number: 803-954-3
• DSSTox Substance ID: DTXSID90962981
• Wikidata: Q82944785
• Mol file: 432545-63-6.mol

Synonyms:Methotrexate-d3;432545-63-6;Methotrexate-d3, Technical Grade 85per cent;(2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-(trideuteriomethyl)amino]benzoyl]amino]pentanedioic acid;DTXSID90962981;HY-14519S;MS-28347;CS-0109156;L-Glutamic acid,N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methyl-d3-amino]benzoyl]-(9ci);N-(4-{[(4-Amino-2-imino-2,3-dihydropteridin-6-yl)methyl][(~2~H_3_)methyl]amino}benzoyl)glutamic acid

Chemical Property of Methotrexate-d3

Chemical Property:

• Melting Point: 210°C dec.
• Flash Point: 9℃
• PSA: 210.54000
• LogP: 1.82170
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 9
• Exact Mass: 457.19014607
• Heavy Atom Count: 33
• Complexity: 704

Purity/Quality:

97% ^*data from raw suppliers

Methotrexate-d3 Triglutamate Trifluoroacetate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
• Isomeric SMILES: [2H]C([2H])([2H])N(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Uses: Methotrexate-d3 Triglutamate is the isotope labelled analog of Methotrexate Triglutamate (M260725); a metabolite of Methotrexate (M260675) which is a folic acid antagonist, antineoplastic, and antirheumatic. METHOTREXATE-D3 is a Folic acid antagonistand ,used as a antineoplastic and antirheumatic.

Technology Process of Methotrexate-d3

There total 1 articles about Methotrexate-d3 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

paraformaldehyde-d2 (1664-98-8,43094-80-0) + aminopterin (54-62-6,64801-55-4) → methotrexate-methyl-d3 (432545-63-6)

Guidance literature:

With hydrogenchloride; deuterated sodium cyanoborohydride; In water-d2; pH=6 - 7;

DOI:10.1002/jlcr.537

Reference yield:

methotrexate-methyl-d3 (432545-63-6) → C22H23(2)H3N8O6

Guidance literature:

Multi-step reaction with 3 steps

1: BF₃*OEt₂ / 20 °C

2: triethylamine / 1-methyl-pyrrolidin-2-one / 0 - 80 °C

3: 21 mg / NaOH / H₂O; tetrahydrofuran / 3 h

With sodium hydroxide; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water;

DOI:10.1002/jlcr.537

Reference yield:

methotrexate-methyl-d3 (432545-63-6) → C23H22(2)H3N9O5 (432545-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*OEt₂ / 20 °C

2: triethylamine / 1-methyl-pyrrolidin-2-one / 0 - 80 °C

With boron trifluoride diethyl etherate; triethylamine; In 1-methyl-pyrrolidin-2-one;

DOI:10.1002/jlcr.537

upstream raw materials:

paraformaldehyde-d2

aminopterin

Downstream raw materials:

methotrexate-methyl-d3-dimethyl ester

C₂₃H₂₂⁽²⁾H₃N₉O₅