MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 531427 | Name: AG-041R
Featured

Description:

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

AG-041R, a novel indoline-2-one derivative and cholecystokinin-B/gastrin receptor antagonist, stimulates chondrogenesis in a bipotent chondroprogenitor cell line CL-1 as well as stimulates chondrocyte proliferation and metabolism in vitro.

Chemical Structure

AG-041R
CAS#159883-95-1

Theoretical Analysis

MedKoo Cat#: 531427

Name: AG-041R

CAS#: 159883-95-1

Chemical Formula: C31H36N4O5

Exact Mass: 544.2686

Molecular Weight: 544.65

Elemental Analysis: Chemical Formula: C31H36N4O5 Exact Mass: 544.2686 Molecular Weight: 544.6520 Elemental Analysis: C, 68.36; H, 6.66; N, 10.29; O, 14.69

Price and Availability

Size Price Availability Quantity
1mg USD 285.00 2 Weeks
5mg USD 750.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
AG-041R; AG041R; AG 041R
IUPAC/Chemical Name
2-[(3R)-1-(2,2-diethoxyethyl)-3-[(4-methylphenyl)carbamoylamino]-2-oxoindol-3-yl]-N-(4-methylphenyl)acetamide
InChi Key
KOLPMNSDISYEBU-WJOKGBTCSA-N
InChi Code
InChI=1S/C31H36N4O5/c1-5-39-28(40-6-2)20-35-26-10-8-7-9-25(26)31(29(35)37,19-27(36)32-23-15-11-21(3)12-16-23)34-30(38)33-24-17-13-22(4)14-18-24/h7-18,28H,5-6,19-20H2,1-4H3,(H,32,36)(H2,33,34,38)/t31-/m1/s1
SMILES Code
O=C(NC1=CC=C(C)C=C1)C[C@]2(NC(NC3=CC=C(C)C=C3)=O)C(N(CC(OCC)OCC)C4=C2C=CC=C4)=O
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 544.65 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: Apostu D, Lucaciu O, Mester A, Oltean-Dan D, Baciut M, Baciut G, Bran S, Onisor F, Piciu A, Pasca RD, Maxim A, Benea H. Systemic drugs with impact on osteoarthritis. Drug Metab Rev. 2019 Nov;51(4):498-523. doi: 10.1080/03602532.2019.1687511. Epub 2019 Nov 15. PMID: 31726891. 2: Okazaki M, Higuchi Y, Kitamura H. AG-041R stimulates cartilage matrix synthesis without promoting terminal differentiation in rat articular chondrocytes. Osteoarthritis Cartilage. 2003 Feb;11(2):122-32. doi: 10.1053/joca.2002.0868. PMID: 12554128. 3: Kitamura H, Okazaki M. AG-041R, a novel indoline-2-one derivative, stimulates chondrogenesis in a bipotent chondroprogenitor cell line CL-1. Osteoarthritis Cartilage. 2005 Apr;13(4):287-96. doi: 10.1016/j.joca.2004.12.009. PMID: 15780642. 4: Nakanishi T, Kawasaki K, Uchio Y, Kataoka H, Terashima M, Ochi M. AG-041R, a cholecystokinin-B/gastrin receptor antagonist, stimulates the repair of osteochondral defect in rabbit model. Eur J Pharmacol. 2002 Mar 29;439(1-3):135-40. doi: 10.1016/s0014-2999(02)01373-0. PMID: 11937103. 5: Ochi M, Kawasaki K, Kataoka H, Uchio Y, Nishi H. AG-041R, a gastrin/CCK-B antagonist, stimulates chondrocyte proliferation and metabolism in vitro. Biochem Biophys Res Commun. 2001 May 25;283(5):1118-23. doi: 10.1006/bbrc.2001.4911. PMID: 11355888. 6: Hara N, Nakamura S, Sano M, Tamura R, Funahashi Y, Shibata N. Enantioselective synthesis of AG-041R by using N-heteroarenesulfonyl cinchona alkaloid amides as organocatalysts. Chemistry. 2012 Jul 23;18(30):9276-80. doi: 10.1002/chem.201200367. Epub 2012 Jun 26. PMID: 22736544. 7: Koga A, Yonemochi E, Machida M, Aso Y, Ushio H, Terada K. Microscopic molecular mobility of amorphous AG-041R measured by solid-state 13C NMR. Int J Pharm. 2004 May 4;275(1-2):73-83. doi: 10.1016/j.ijpharm.2004.01.038. PMID: 15081139. 8: Chiba T, Kinoshita Y, Sawada M, Kishi K, Baba A, Hoshino E. The role of endogenous gastrin in the development of enterochromaffin-like cell carcinoid tumors in Mastomys natalensis: a study with the specific gastrin receptor antagonist AG-041R. Yale J Biol Med. 1998 May-Aug;71(3-4):247-55. PMID: 10461356; PMCID: PMC2578989. 9: Zhao K, Shu T, Jia J, Raabe G, Enders D. An organocatalytic Mannich/denitration reaction for the asymmetric synthesis of 3-ethylacetate- substitued 3-amino-2-oxindoles: formal synthesis of AG-041R. Chemistry. 2015 Mar 2;21(10):3933-6. doi: 10.1002/chem.201406422. Epub 2015 Jan 28. PMID: 25630891. 10: Kitamura H, Kato A, Esaki T. AG-041R, a novel indoline-2-one derivative, induces systemic cartilage hyperplasia in rats. Eur J Pharmacol. 2001 Apr 27;418(3):225-30. doi: 10.1016/s0014-2999(01)00957-8. PMID: 11343694. 11: Emura T, Esaki T, Tachibana K, Shimizu M. Efficient asymmetric synthesis of novel gastrin receptor antagonist AG-041R via highly stereoselective alkylation of oxindole enolates. J Org Chem. 2006 Oct 27;71(22):8559-64. doi: 10.1021/jo061541v. PMID: 17064034. 12: Sato S, Shibuya M, Kanoh N, Iwabuchi Y. An expedient route to a potent gastrin/CCK-B receptor antagonist (+)-AG-041R. J Org Chem. 2009 Oct 2;74(19):7522-4. doi: 10.1021/jo901352u. PMID: 19719158. 13: Wang J, Zhang Q, Zhou B, Yang C, Li X, Cheng JP. Bi(III)-Catalyzed Enantioselective Allylation Reactions of Ketimines. iScience. 2019 Jun 28;16:511-523. doi: 10.1016/j.isci.2019.06.006. Epub 2019 Jun 11. PMID: 31229898; PMCID: PMC6593186. 14: Shen HR, Li CX, Jiang X, Lin Y, Liu JH, Zhu F, Wu ZL, Cai T, Wen W, He RX, Guo QX. Chiral aldehyde catalysis enables direct asymmetric α-substitution reaction of N-unprotected amino acids with halohydrocarbons. Chem Sci. 2023 May 3;14(21):5665-5671. doi: 10.1039/d3sc01294h. PMID: 37265737; PMCID: PMC10231321. 15: Mouri S, Chen Z, Mitsunuma H, Furutachi M, Matsunaga S, Shibasaki M. Catalytic asymmetric synthesis of 3-aminooxindoles: enantiofacial selectivity switch in bimetallic vs monometallic Schiff base catalysis. J Am Chem Soc. 2010 Feb 3;132(4):1255-7. doi: 10.1021/ja908906n. PMID: 20055386. 16: Tsuji S, Sun WH, Tsujii M, Kawai N, Kimura A, Kakiuchi Y, Yasumaru S, Komori M, Murata H, Sasaki Y, Kawano S, Hori M. Lansoprazole induces mucosal protection through gastrin receptor-dependent up-regulation of cyclooxygenase-2 in rats. J Pharmacol Exp Ther. 2002 Dec;303(3):1301-8. doi: 10.1124/jpet.102.035204. PMID: 12438555. 17: Xia X, Zhu Q, Wang J, Chen J, Cao W, Zhu B, Wu X. Direct Asymmetric Vinylogous Mannich Addition of 3,5-Disubstituted-4-nitroisoxazoles to Isatin- Derived Imines Catalyzed by a Bifunctional Phase-Transfer-Catalyst. J Org Chem. 2018 Dec 7;83(23):14617-14625. doi: 10.1021/acs.joc.8b02439. Epub 2018 Nov 15. PMID: 30411890. 18: Hajra S, Laskar S, Jana B. Organocatalytic Enantioselective Mukaiyama- Mannich Reaction of Isatin-Derived Ketimines for the Synthesis of Oxindolyl-β3, 3 -Amino Acid Esters. Chemistry. 2019 Nov 18;25(64):14688-14693. doi: 10.1002/chem.201903512. Epub 2019 Oct 16. PMID: 31479157. 19: Dai J, Xiong D, Yuan T, Liu J, Chen T, Shao Z. Chiral Primary Amine Catalysis for Asymmetric Mannich Reactions of Aldehydes with Ketimines: Stereoselectivity and Reactivity. Angew Chem Int Ed Engl. 2017 Oct 2;56(41):12697-12701. doi: 10.1002/anie.201706304. Epub 2017 Aug 30. PMID: 28786162. 20: Engl OD, Fritz SP, Wennemers H. Stereoselective Organocatalytic Synthesis of Oxindoles with Adjacent Tetrasubstituted Stereocenters. Angew Chem Int Ed Engl. 2015 Jul 6;54(28):8193-7. doi: 10.1002/anie.201502976. Epub 2015 Jun 1. PMID: 26033441.