Products for Research Use Only
RegisterLogin

Trimetrexate (trihydrochloride)

CAT: 0804-HY-10373ASize: 1 EachDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-10373ASize:1 Each
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Trimetrexate (CI-898) trihydrochloride is an antibiotic, also a potent and orally active dihydrofolate reductase (DHFR) inhibitor, reducing the production of DNA and RNA precursors and leading to cell death, with IC50 values of 4.74 nM and 1.35 nM for human DHFR and Toxoplasma gondii DHFR. Trimetrexate trihydrochloride can also inhibit the growth of various cancer cells. Trimetrexate trihydrochloride can be used for researching Pneumocystis carinii pneumonia (PCP) and cancer[1][2][3][4][5].
CAS Number
1658520-97-8
Product Name Alternative
CI-898 (trihydrochloride)
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Antibiotic; Antifolate; Bacterial; Dihydrofolate reductase (DHFR) ; DNA/RNA Synthesis; Parasite
Type
Reference compound
Related Pathways
Anti-infection; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease
Applications
COVID-19-anti-virus
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/trimetrexate-trihydrochloride.html
Solubility
10 mM in DMSO
Smiles
NC1=C(C(C)=C2CNC3=CC(OC)=C(OC)C(OC)=C3)C(C=C2)=NC(N)=N1.[H]Cl.[H]Cl.[H]Cl
Molecular Formula
C19H26Cl3N5O3
Molecular Weight
478.80
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Hopper AT, et al. Discovery of Selective Toxoplasma gondii Dihydrofolate Reductase Inhibitors for the Treatment of Toxoplasmosis. J Med Chem. 2019 Feb 14;62 (3) :1562-1576.|[2]Fulton, B., et al. Trimetrexate. Drugs 49, 563–576 (1995) .|[3]Allegra CJ, et al. Potent in vitro and in vivo antitoxoplasma activity of the lipid-soluble antifolate trimetrexate. J Clin Invest. 1987 Feb;79 (2) :478-82.|[4]Dethloff LA, et al. Chronic toxicity of the anticancer agent trimetrexate in rats. Fundam Appl Toxicol. 1992 Jul;19 (1) :6-14.|[5]Grem JL, Voeller DM, Geoffroy F, Horak E, Johnston PG, Allegra CJ. Determinants of trimetrexate lethality in human colon cancer cells. Br J Cancer. 1994 Dec;70 (6) :1075-84.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
Toxoplasma

Chemical Information

Trimetrexate trihydrochloride
CAS Number1658520-97-8
PubChem CID45006154
IUPAC Name5-methyl-6-[(3,4,5-trimethoxyanilino)methyl]quinazoline-2,4-diamine;trihydrochloride
Molecular FormulaC19H26Cl3N5O3
Molecular Weight478.8
Topological Polar Surface Area118
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity457
SMILES
CC1=C(C=CC2=C1C(=NC(=N2)N)N)CNC3=CC(=C(C(=C3)OC)OC)OC.Cl.Cl.Cl
InChI
InChI=1S/C19H23N5O3.3ClH/c1-10-11(5-6-13-16(10)18(20)24-19(21)23-13)9-22-12-7-14(25-2)17(27-4)15(8-12)26-3;;;/h5-8,22H,9H2,1-4H3,(H4,20,21,23,24);3*1H
InChIKey
ZNJRHEVYOYMEHR-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Trimetrexate trihydrochloride
CAS: 1658520-97-8
CID: 45006154
Formula: C19H26Cl3N5O3
MW: 478.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight478.8
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count6
Exact Mass477.110123
Monoisotopic Mass477.110123
Topological Polar Surface Area118 Ų
Heavy Atom Count30
Formal Charge0
Complexity457
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count4
Compound Is CanonicalizedYes

Related Products

CatalogName
HY-10373-01Trimetrexate
HY-10373BTrimetrexate (isethionate)
HY-103396-01Trimetrexate (glucuronate)
HY-103396RTrimetrexate (glucuronate) (Standard)
HY-50101A-01Mavorixafor (trihydrochloride)
HY-12506A-01Naspm (trihydrochloride)
HY-137458A-01Vevorisertib (trihydrochloride)
HY-15434ANG25 (trihydrochloride)
HY-15698BCRT0066101 (trihydrochloride)
HY-19615AMS023 (trihydrochloride)

Alternative Products

CatalogName
IRC52097-01Trimetrexate trihydrochloride
TRC-T798205-100MGTrimetrexate
T63985-01Trimetrexate glucuronate
A12796-5Trimetrexate 5mg
TRC-T798206-100MGTrimetrexate-d9
A12796-50Trimetrexate 50mg
A12796-25Trimetrexate 25mg
A12796-10Trimetrexate 10mg
TRC-T798207-2.5GTrimetrexate-13C2,15N
444532-01Trimetrexate Glucuronate (CI-898 Glucuronate)

Popular Products