Methotrexate EP Impurity A - CAS 945-24-4

Name: Methotrexate EP Impurity A
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB041404
Product Name:	Methotrexate EP Impurity A
CAS:	945-24-4
Synonyms:	2,4-Diamino-6-(hydroxymethyl)pteridine; 2,4-diamino-6-hydroxymethylpteridine

Technical Data

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

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WO-2020120785-A1	Antifolate-carrying nanoparticles and their use in medicine	20181214
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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