CH-1504

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MedKoo CAT#: 530016

CAS#: 238074-89-0

Description: 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

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CH-1504
CAS# 238074-89-0
Instruction

Theoretical Analysis

MedKoo Cat#: 530016
Name: CH-1504
CAS#: 238074-89-0
Chemical Formula: C23H23N5O5
Exact Mass: 449.17
Molecular Weight: 449.470
Elemental Analysis: C, 61.46; H, 5.16; N, 15.58; O, 17.80

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.