7-Hydroxymethotrexate

Modify Date: 2024-01-01 19:49:47

7-Hydroxymethotrexate Structure
7-Hydroxymethotrexate structure
Common Name 7-Hydroxymethotrexate
CAS Number 5939-37-7 Molecular Weight 470.43900
Density 1.68g/cm3 Boiling Point N/A
Molecular Formula C20H22N8O6 Melting Point 230ºC dec.
MSDS N/A Flash Point N/A

 Use of 7-Hydroxymethotrexate


7-Hydroxymethotrexate is a major metabolite of Methotrexate (MTX; HY-14519). Methotrexate, an antimetabolite and antifolate agent, inhibits the enzyme dihydrofolate reductase, thereby preventing the conversion of folic acid into tetrahydrofolate, and inhibiting DNA synthesis[1][2].

 Names

Name 7-Hydroxy Methotrexate
Synonym More Synonyms

 7-Hydroxymethotrexate Biological Activity

Description 7-Hydroxymethotrexate is a major metabolite of Methotrexate (MTX; HY-14519). Methotrexate, an antimetabolite and antifolate agent, inhibits the enzyme dihydrofolate reductase, thereby preventing the conversion of folic acid into tetrahydrofolate, and inhibiting DNA synthesis[1][2].
Related Catalog
In Vitro 7-Hydroxymethotrexate (7-OHMTX) has the affinity of DHFR markedly lower (>100-fold) than for Methotrexate (MTX) [1].
In Vivo 7-Hydroxymethotrexate (4 mg/kg; IV) has a terminal half-life of 97.2 min and a total clearance value of 9.6 mL/min•mg[1]. Animal Model: Male Wistar rats (270-440 g)[1] Dosage: 4 mg/kg (Pharmacokinetic Analysis) Administration: IV Result: Had a terminal half-life of 97.2 min and a total clearance value of 9.6 mL/min•mg.
References

[1]. L Fahrig, et al. Pharmacokinetics of methotrexate (MTX) and 7-hydroxymethotrexate (7-OH-MTX) in rats and evidence for the metabolism of MTX to 7-OH-MTX. Cancer Chemother Pharmacol. 1989;23(3):156-60.

[2]. Ping Guo, et al. Determination of methotrexate and its major metabolite 7-hydroxymethotrexate in mouse plasma and brain tissue by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal. 2007 Apr 11;43(5):1789-95.

 Chemical & Physical Properties

Density 1.68g/cm3
Melting Point 230ºC dec.
Molecular Formula C20H22N8O6
Molecular Weight 470.43900
Exact Mass 470.16600
PSA 230.77000
LogP 1.52730
Index of Refraction 1.76

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MA1000000
CHEMICAL NAME :
L-Glutamic acid, N-(4-(((2,4-diamino-1,7-dihydro-7-oxo-6-pteridinyl)me thyl)methylamino) benzoyl)-
CAS REGISTRY NUMBER :
5939-37-7
LAST UPDATED :
199712
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C20-H22-N8-O6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CCPHDZ Cancer Chemotherapy and Pharmacology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1978- Volume(issue)/page/year: 37,415,1996

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

7-hydroxy methotrexate