WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 565553
CAS#: 1338380-52-1 (HCl)
Description: Carotegrast methyl, also known as AJM300, is an orally-active small molecule that antagonises the α4 integrin receptor. AJM300 reduces inflammation by blocking leucocyte trafficking. This study aimed to investigate safety, tolerability, pharmacokinetics and pharmacodynamics of AJM300 in healthy male subjects. AJM300 is in development for the treatment of active ulcerative colitis. AJM300 was well tolerated and more effective than placebo in inducing clinical response, clinical remission, and mucosal healing in patients with moderately active UC.
MedKoo Cat#: 565553
Name: Carotegrast methyl HCl
CAS#: 1338380-52-1 (HCl)
Chemical Formula: C25H20Cl3N3O5
Exact Mass:
Molecular Weight: 548.801
Elemental Analysis: C, 54.71; H, 3.67; Cl, 19.38; N, 7.66; O, 14.58
This product is not in stock, which may be available by custom synthesis.
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Related CAS #: 1338380-51-0 (mesylate) 401905-67-7 (free base) 1338380-52-1 (HCl) 1338380-53-2 (HBr) 1338380-56-5 (tosylate)
Synonym: AJM300; AJM 300; AJM-300; Carotegrast methyl HCl; Carotegrast methyl hydrochloride
IUPAC/Chemical Name: (2S)-2-[(2,6-Dichlorobenzoyl)amino]-3-[4-(1-methyl-2,4-dioxoquinazolin-3-yl)phenyl]propanoic acid hydrochloride
InChi Key: DMONMFDYVKLXHT-FYZYNONXSA-N
InChi Code: InChI=1S/C25H19Cl2N3O5.ClH/c1-29-20-8-3-2-5-16(20)23(32)30(25(29)35)15-11-9-14(10-12-15)13-19(24(33)34)28-22(31)21-17(26)6-4-7-18(21)27;/h2-12,19H,13H2,1H3,(H,28,31)(H,33,34);1H/t19-;/m0./s1
SMILES Code: O=C(O)[C@@H](NC(C1=C(Cl)C=CC=C1Cl)=O)CC2=CC=C(N3C(N(C)C4=C(C=CC=C4)C3=O)=O)C=C2.[H]Cl
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: >3 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
The following data is based on the product molecular weight 548.801 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.
| 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: Gubatan J, Keyashian K, Rubin SJS, Wang J, Buckman CA, Sinha S. Anti- Integrins for the Treatment of Inflammatory Bowel Disease: Current Evidence and Perspectives. Clin Exp Gastroenterol. 2021 Aug 24;14:333-342. doi: 10.2147/CEG.S293272. PMID: 34466013; PMCID: PMC8402953.
2: Solitano V, Parigi TL, Ragaini E, Danese S. Anti-integrin drugs in clinical trials for inflammatory bowel disease (IBD): insights into promising agents. Expert Opin Investig Drugs. 2021 Oct;30(10):1037-1046. doi: 10.1080/13543784.2021.1974396. Epub 2021 Sep 6. PMID: 34449288.
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5: Fukase H, Kajioka T, Oikawa I, Ikeda N, Furuie H. Food Effect on a Single High Dose of Carotegrast Methyl, an Oral Antagonist of α4-Integrin, in Healthy Male Subjects: A Randomised, Placebo-Controlled, Double-Blind Study. Clin Drug Investig. 2020 Mar;40(3):237-247. doi: 10.1007/s40261-019-00879-1. PMID: 31965548; PMCID: PMC7035301.
6: Fukase H, Kajioka T, Oikawa I, Ikeda N, Furuie H. AJM300, a novel oral antagonist of α4-integrin, sustains an increase in circulating lymphocytes: A randomised controlled trial in healthy male subjects. Br J Clin Pharmacol. 2020 Mar;86(3):591-600. doi: 10.1111/bcp.14151. Epub 2020 Jan 28. PMID: 31658381; PMCID: PMC7080631.
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15: Nielsen OH, Seidelin JB, Ainsworth M, Coskun M. Will novel oral formulations change the management of inflammatory bowel disease? Expert Opin Investig Drugs. 2016 Jun;25(6):709-18. doi: 10.1517/13543784.2016.1165204. Epub 2016 Mar 28. PMID: 26967267.
16: McLean LP, Cross RK. Integrin antagonists as potential therapeutic options for the treatment of Crohn's disease. Expert Opin Investig Drugs. 2016;25(3):263-73. doi: 10.1517/13543784.2016.1148137. PMID: 26822204; PMCID: PMC4926164.
17: Yoshimura N, Watanabe M, Motoya S, Tominaga K, Matsuoka K, Iwakiri R, Watanabe K, Hibi T; AJM300 Study Group. Safety and Efficacy of AJM300, an Oral Antagonist of α4 Integrin, in Induction Therapy for Patients With Active Ulcerative Colitis. Gastroenterology. 2015 Dec;149(7):1775-1783.e2. doi: 10.1053/j.gastro.2015.08.044. Epub 2015 Aug 29. PMID: 26327130.
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20: Halland N, Blum H, Buning C, Kohlmann M, Lindenschmidt A. Small Macrocycles As Highly Active Integrin α2β1 Antagonists. ACS Med Chem Lett. 2014 Jan 10;5(2):193-8. doi: 10.1021/ml4004556. PMID: 24900800; PMCID: PMC4027761.
