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MedKoo Cat#: 530016 | Name: CH-1504

Description:

WARNING: This product is for research use only, not for human or veterinary use.

CH-1504, also known as MobileTrex, is dihydrofolate reductase (DHFR) inhibitor potentially for the treatment of rheumatoid arthritis. CH-1504 is an analog of methotrexate (MTX) but differs from the classical antifolates because of an improved safety and tolerability profile. A significant proportion of the toxicity profile of MTX can be attributed to its polyglutamylated and hydroxylated metabolites; therefore, metabolism-blocked antifolates, such as CH-1504, have been designed to prevent the accumulation of toxic metabolites. CH-1504 and MTX inhibit dihydrofolate reductase activity with equal potency.

Chemical Structure

CH-1504
CH-1504
CAS#238074-89-0

Theoretical Analysis

MedKoo Cat#: 530016

Name: CH-1504

CAS#: 238074-89-0

Chemical Formula: C23H23N5O5

Exact Mass: 449.1700

Molecular Weight: 449.47

Elemental Analysis: C, 61.46; H, 5.16; N, 15.58; O, 17.80

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
MobileTrex; CH-1504; CH1504; CH 1504;
IUPAC/Chemical Name
2-(4-(2-(2,4-diaminoquinazolin-6-yl)ethyl)benzamido)-4-methylenepentanedioic acid
InChi Key
NAWXUBYGYWOOIX-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H23N5O5/c1-12(21(30)31)10-18(22(32)33)26-20(29)15-7-4-13(5-8-15)2-3-14-6-9-17-16(11-14)19(24)28-23(25)27-17/h4-9,11,18H,1-3,10H2,(H,26,29)(H,30,31)(H,32,33)(H4,24,25,27,28)
SMILES Code
O=C(O)C(NC(C1=CC=C(CCC2=CC3=C(N)N=C(N)N=C3C=C2)C=C1)=O)CC(C(O)=O)=C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 449.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Keystone EC, Shirinsky VS, Simon LS, Pedder S, Hewitt LA; CH-1504 Study Group.. Efficacy and safety of CH-1504, a metabolically stable antifolate, in patients with active rheumatoid arthritis: results of a phase II multicenter randomized study. J Rheumatol. 2011 Sep;38(9):1875-83. doi: 10.3899/jrheum.101038. PubMed PMID: 21724705. 2: Bajpai M. CH-1504, a metabolically inert antifolate for the potential treatment of rheumatoid arthritis. IDrugs. 2010 Aug;13(8):559-67. Review. PubMed PMID: 20721827. 3: McGuire JJ, Haile WH. Metabolism-blocked antifolates as potential anti-rheumatoid arthritis agents: 4-amino-4-deoxy-5,8,10-trideazapteroyl-d,l-4'-methyleneglutamic acid (CH-1504) and its analogs. Biochem Pharmacol. 2009 Apr 1;77(7):1161-72. doi: 10.1016/j.bcp.2008.12.020. PubMed PMID: 19174154. 4: Mant T, Jurcevic S, Szakacs C, Adams L, Boland J, Hewitt LA. Two single-center, double-blind, randomized, placebo-controlled, phase I studies to investigate the tolerability and pharmacokinetics of CH-1504, an antifolate, in healthy male subjects. Clin Ther. 2008 Jan;30(1):131-42. doi: 10.1016/j.clinthera.2008.01.017. PubMed PMID: 18343249. 5: Castaneda O, Nair MG. Controlled trial of methotrexate versus CH-1504 in the treatment of rheumatoid arthritis. J Rheumatol. 2006 May;33(5):862-4. PubMed PMID: 16652417. 6: Antoniu SA. Discontinued drugs 2010: rheumatology, allergy and dermatology, pulmonary. Expert Opin Investig Drugs. 2011 Sep;20(9):1175-87. doi: 10.1517/13543784.2011.599800. Review. PubMed PMID: 21793791. 7: Bayes M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2006 Dec;28(10):719-40. PubMed PMID: 17235418.