Methotrexate Sodium

Base Information

• Chemical Name: Methotrexate Sodium
• CAS No.: 7413-34-5
• Molecular Formula: C20H20N8Na2O5
• Molecular Weight: 498.409
• Hs Code.: 2933990090
• European Community (EC) Number: 231-022-0,239-495-5
• UNII: 3IG1E710ZN
• ChEMBL ID: CHEMBL3244648
• DSSTox Substance ID: DTXSID3037123
• NCI Thesaurus Code: C1735
• Nikkaji Number: J122.426C
• RXCUI: 287734
• Wikidata: Q27122181
• Mol file: 7413-34-5.mol

Synonyms:Amethopterin;Dicesium Salt Methotrexate;Hydrate, Methotrexate;Methotrexate;Methotrexate Hydrate;Methotrexate Sodium;Methotrexate, (D)-Isomer;Methotrexate, (DL)-Isomer;Methotrexate, Dicesium Salt;Methotrexate, Disodium Salt;Methotrexate, Sodium Salt;Mexate;Sodium, Methotrexate

Chemical Property of Methotrexate Sodium

Chemical Property:

• Boiling Point: 823℃
• PSA: 216.20000
• LogP: -0.84770
• Storage Temp.: 0-6°C
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 498.13520433
• Heavy Atom Count: 35
• Complexity: 693

Purity/Quality:

99% ^*data from raw suppliers

Methotrexatedisodiumsalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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-].[Na+].[Na+]
• Isomeric SMILES: CN(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-].[Na+].[Na+]
• Recent ClinicalTrials: Blinatumomab and Combination Chemotherapy or Dasatinib, Prednisone, and Blinatumomab in Treating Older Patients With Acute Lymphoblastic Leukemia
• Recent EU Clinical Trials: Age-adjusted high-dose chemotherapy followed by autologous stem cell transplantation or conventional chemotherapy with R-MP as first-line treatment in elderly primary CNS lymphoma patients – a randomized phase III trial
• Uses: Inhibits the metabolism of folic acid

Technology Process of Methotrexate Sodium

There total 4 articles about Methotrexate Sodium 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: 89.0%

dicyanomethyl N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamate (1379609-57-0) → disodium methotrexate (7413-34-5)

Guidance literature:

dicyanomethyl N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamate; With water; potassium hydroxide; In methanol; at 20 ℃; for 0.333333h;

With hydrogenchloride; In methanol; water; pH=4.2;

With sodium hydroxide; In water; for 0.0833333h; pH=10;

Reference yield:

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid (59-05-2) → disodium methotrexate (7413-34-5)

Guidance literature:

With sodium hydroxide; In water;

DOI:10.1039/b925831k

Reference yield:

N-[4-(methylamino)benzoyl]-L-glutamic acid disodium → disodium methotrexate (7413-34-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium carbonate / N,N-dimethyl-formamide / 60 °C

2.1: water / 1 h / 58 - 62 °C / pH 2.4

3.1: potassium hydroxide; water / methanol / 0.33 h / 20 °C

3.2: pH 4.2

3.3: 0.08 h / pH 10

With water; sodium carbonate; potassium hydroxide; In methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

methotrexate

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

dicyanomethyl N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamate

Downstream raw materials:

bis(2,4,6-trimethylbenzyl) methotrexate

di-n-octyl methotrexate

C₃₂H₄₆N₈O₅

di-n-butyl methotrexate

Refernces

• 1、 Moshikur, Rahman Md.,Chowdhury, Md. Raihan,Wakabayashi, Rie,Tahara, Yoshiro,Moniruzzaman, Muhammad,Goto, Masahiro. "Ionic liquids with methotrexate moieties as a potential anticancer prodrug: Synthesis, characterization and solubility evaluation". . p. 226 - 233. Retrieved 2019/01/23.
• 2、 -. "Methotrexate compositions". Page/Page column 8-9. . Retrieved 2008/06/13.