Methotrexate EP Impurity A - CAS 945-24-4
Catalog: |
BB041404 |
Product Name: |
Methotrexate EP Impurity A |
CAS: |
945-24-4 |
Synonyms: |
2,4-Diamino-6-(hydroxymethyl)pteridine; 2,4-diamino-6-hydroxymethylpteridine |
IUPAC Name: | (2,4-diaminopteridin-6-yl)methanol |
Description: | An impurity of Methotrexate, an antimetabolite and immunosuppressant used in chemotherapy and auto-immune diseases. |
Molecular Weight: | 192.18 |
Molecular Formula: | C7H8N6O |
Canonical SMILES: | C1=C(N=C2C(=NC(=NC2=N1)N)N)CO |
InChI: | InChI=1S/C7H8N6O/c8-5-4-6(13-7(9)12-5)10-1-3(2-14)11-4/h1,14H,2H2,(H4,8,9,10,12,13) |
InChI Key: | CYNARAWTVHQHDI-UHFFFAOYSA-N |
Boiling Point: | 560.2 °C at 760 mmHg |
Melting Point: | >236 °C (dec.) |
Purity: | > 95 % |
Density: | 1.673 g/cm3 |
Appearance: | Light brown to orange brown solid |
Storage: | Keep in dark place, Inert atmosphere, 2-8 °C |
MDL: | MFCD00006711 |
LogP: | 0.23890 |
GHS Hazard Statement: | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
Precautionary Statement: | P264, P270, P301+P312, P330, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
WO-2020120785-A1 | Antifolate-carrying nanoparticles and their use in medicine | 20181214 |
CN-113423433-A | Nanoparticles carrying antifolates and their use in medicine | 20181214 |
EP-3893938-A1 | Antifolate-carrying nanoparticles and their use in medicine | 20181214 |
WO-2018037120-A1 | Prodrugs activated by reactive oxygen species for use in the treatment of inflammatory diseases and cancer | 20160826 |
US-2018164289-A1 | Protein degradation inducing tag and usage thereof | 20150619 |
PMID | Publication Date | Title | Journal |
21698180 | 20110101 | Resistance of a rodent malaria parasite to a thymidylate synthase inhibitor induces an apoptotic parasite death and imposes a huge cost of fitness | PloS one |
18789931 | 20081101 | Plasmodium berghei: lack of antimalarial activity of an analogue of folate precursor, 2,4-diamino-6-hydroxymethylpteridine in a mouse model | Experimental parasitology |
15962942 | 20050601 | Prediction of genotoxicity of chemical compounds by statistical learning methods | Chemical research in toxicology |
15352016 | 20040801 | Determination of the chiral and achiral related substances of methotrexate by cyclodextrin-modified micellar electrokinetic chromatography | Electrophoresis |
12462639 | 20021101 | Photohydrolysis of methotrexate produces pteridine, which induces poly-G-specific DNA damage through photoinduced electron transfer | Photochemistry and photobiology |
Complexity: | 203 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 192.07595890 |
Formal Charge: | 0 |
Heavy Atom Count: | 14 |
Hydrogen Bond Acceptor Count: | 7 |
Hydrogen Bond Donor Count: | 3 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 192.07595890 |
Rotatable Bond Count: | 1 |
Topological Polar Surface Area: | 124 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | -1.7 |
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