MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 206856 | Name: Encequidar free base
Featured New

Description:

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

Encequidar, also known as HM-30181, is an oral P-glycoprotein (P-gp) inhibitor developed to enhance the oral bioavailability of P-gp substrate drugs. Encequidar showed the highest potency (IC(50)=0.63nM) among several MDR1 inhibitors, including cycloporin A, XR9576, and GF120918, and effectively blocked transepithelial transport of paclitaxel in MDCK monolayers (IC(50)=35.4nM). Encequidar is currently under clinical trials.

Chemical Structure

Encequidar free base
Encequidar free base
CAS#849675-66-7 (free base)

Theoretical Analysis

MedKoo Cat#: 206856

Name: Encequidar free base

CAS#: 849675-66-7 (free base)

Chemical Formula: C38H36N6O7

Exact Mass: 688.2645

Molecular Weight: 688.74

Elemental Analysis: C, 66.27; H, 5.27; N, 12.20; O, 16.26

Price and Availability

Size Price Availability Quantity
5mg USD 150.00 Ready to ship
10mg USD 250.00 Ready to ship
25mg USD 450.00 Ready to ship
50mg USD 750.00 Ready to ship
100mg USD 1,350.00 Ready to ship
200mg USD 2,350.00 Ready to ship
Show More
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
849675-66-7 (free base) 849675-87-2 (mesylate) 849675-88-3 (HCl)
Synonym
Encequidar; HM-30181 free base; HM30181; HM-30181; HM 30181.
IUPAC/Chemical Name
N-(2-(2-(4-(2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)phenyl)-2H-tetrazol-5-yl)-4,5-dimethoxyphenyl)-4-oxo-4H-chromene-2-carboxamide
InChi Key
AHJUHHDDCJQACA-UHFFFAOYSA-N
InChi Code
InChI=1S/C38H36N6O7/c1-47-32-17-24-14-16-43(22-25(24)18-33(32)48-2)15-13-23-9-11-26(12-10-23)44-41-37(40-42-44)28-19-34(49-3)35(50-4)20-29(28)39-38(46)36-21-30(45)27-7-5-6-8-31(27)51-36/h5-12,17-21H,13-16,22H2,1-4H3,(H,39,46)
SMILES Code
O=C(C1=CC(C2=C(O1)C=CC=C2)=O)NC3=CC(OC)=C(OC)C=C3C4=NN(C5=CC=C(CCN6CC7=C(C=C(OC)C(OC)=C7)CC6)C=C5)N=N4
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:
Encequidar (HM30181; HM30181A) is a potent and selective inhibitor of P-glycoprotein.
In vitro activity:
Based on these data, the IC50 of encequidar for inhibition of P-gp in Caco-2 intestinal cells was determined to be 53 nM, demonstrating that encequidar potently inhibits P-gp and prevents the efflux of paclitaxel from intestinal cells in vitro. Reference: J Med Chem. 2021 Apr 8;64(7):3677-3693. https://pubmed.ncbi.nlm.nih.gov/33729781/
In vivo activity:
40 mg/kg paclitaxel (in combination with 20 mg/kg encequidar) suppressed tumor growth by 94% and induced remission of tumor growth until day 47, an outcome superior to the IV paclitaxel arm included in the study. The results of this study demonstrate the ability of encequidar to inhibit P-gp and facilitate the absorption of paclitaxel to therapeutically effective plasma concentrations in vivo. Clinically, paclitaxel is used to treat many different types of cancers, including breast, lung, and ovarian cancer. Therefore, we examined additional tumor models to broaden the therapeutic potential of oral paclitaxel when given in combination with oral encequidar. Reference: J Med Chem. 2021 Apr 8;64(7):3677-3693. https://pubmed.ncbi.nlm.nih.gov/33729781/
Solvent mg/mL mM
Solubility
DMF 30.0 43.56
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 688.74 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:
1. Smolinski MP, Urgaonkar S, Pitzonka L, Cutler M, Lee G, Suh KH, Lau JYN. Discovery of Encequidar, First-in-Class Intestine Specific P-glycoprotein Inhibitor. J Med Chem. 2021 Apr 8;64(7):3677-3693. doi: 10.1021/acs.jmedchem.0c01826. Epub 2021 Mar 17. PMID: 33729781.
In vitro protocol:
1. Smolinski MP, Urgaonkar S, Pitzonka L, Cutler M, Lee G, Suh KH, Lau JYN. Discovery of Encequidar, First-in-Class Intestine Specific P-glycoprotein Inhibitor. J Med Chem. 2021 Apr 8;64(7):3677-3693. doi: 10.1021/acs.jmedchem.0c01826. Epub 2021 Mar 17. PMID: 33729781.
In vivo protocol:
1. Smolinski MP, Urgaonkar S, Pitzonka L, Cutler M, Lee G, Suh KH, Lau JYN. Discovery of Encequidar, First-in-Class Intestine Specific P-glycoprotein Inhibitor. J Med Chem. 2021 Apr 8;64(7):3677-3693. doi: 10.1021/acs.jmedchem.0c01826. Epub 2021 Mar 17. PMID: 33729781.
1: Niessen J, Arendt N, Sjöblom M, Dubbelboer IR, Borchardt T, Koziolek M, Hedeland M, Lennernäs H, Indulkar A, Dahlgren D. A comprehensive mechanistic investigation of factors affecting intestinal absorption and bioavailability of two PROTACs in rats. Eur J Pharm Biopharm. 2025 Jun;211:114719. doi: 10.1016/j.ejpb.2025.114719. Epub 2025 Apr 12. PMID: 40228726. 2: Ziegler J, Cawley J, Istvan S, Press S, Stewart S, Khanna C, Fenger J. Tolerability Assessment of Orally Administered Paclitaxel With Encequidar in Dogs With Spontaneous Malignancy. Vet Comp Oncol. 2025 Feb 26. doi: 10.1111/vco.13045. Epub ahead of print. PMID: 40010801. 3: Zhou X, Zhang P, Yang Y, Shi W, Liu L, Lai Z, Zhang X, Pan P, Li L, Du J, Qian H, Cui S. Highly Potent and Intestine Specific P-Glycoprotein Inhibitor to Enable Oral Delivery of Taxol. Angew Chem Int Ed Engl. 2024 Nov 4;63(45):e202412649. doi: 10.1002/anie.202412649. Epub 2024 Sep 17. PMID: 39137118. 4: Wang D, Hung N, Hung T, Eden K, Chan WK, Kwan R, Qin A, Chang C, Duffull S, Glue P, Jackson C. Oral docetaxel plus encequidar - a phase 1 clinical trial. Cancer Chemother Pharmacol. 2024 Sep;94(3):475-481. doi: 10.1007/s00280-024-04674-4. Epub 2024 May 30. PMID: 38814342. 5: Wang D, Hughes-Medlicott N, Klingler L, Wang Y, Hung N, Duffull S, Hung T, Glue P, Qin A, Kwan R, Chan WK, Jackson C. A Sensitive Assay for Unbound Docetaxel Using Ultrafiltration plus HPLC-MS and Its Application to a Clinical Study. Pharmaceutics. 2024 Apr 29;16(5):602. doi: 10.3390/pharmaceutics16050602. PMID: 38794263; PMCID: PMC11124465. 6: Wang D, Jackson C, Hung N, Hung T, Kwan R, Chan WK, Qin A, Hughes-Medlicott NJ, Glue P, Duffull S. Correction: Oral docetaxel plus encequidar - a pharmacokinetic model and evaluation against IV docetaxel. J Pharmacokinet Pharmacodyn. 2024 Aug;51(4):353. doi: 10.1007/s10928-024-09924-9. Erratum for: J Pharmacokinet Pharmacodyn. 2024 Aug;51(4):335-352. doi: 10.1007/s10928-024-09913-y. PMID: 38744774; PMCID: PMC11255068. 7: Zhu S, Sun C, Cai Z, Li Y, Liu W, Luan Y, Wang C. Effective therapy of advanced breast cancer through synergistic anticancer by paclitaxel and P-glycoprotein inhibitor. Mater Today Bio. 2024 Mar 19;26:101029. doi: 10.1016/j.mtbio.2024.101029. PMID: 38545262; PMCID: PMC10966779. 8: Wang D, Jackson C, Hung N, Hung T, Kwan R, Chan WK, Qin A, Hughes-Medlicott NJ, Glue P, Duffull S. Oral docetaxel plus encequidar - A pharmacokinetic model and evaluation against IV docetaxel. J Pharmacokinet Pharmacodyn. 2024 Aug;51(4):335-352. doi: 10.1007/s10928-024-09913-y. Epub 2024 Mar 19. Erratum in: J Pharmacokinet Pharmacodyn. 2024 Aug;51(4):353. doi: 10.1007/s10928-024-09924-9. PMID: 38504032; PMCID: PMC11254990. 9: Petersen EF, Larsen BS, Nielsen RB, Pijpers I, Versweyveld D, Holm R, Tho I, Snoeys J, Nielsen CU. Co-release of paclitaxel and encequidar from amorphous solid dispersions increase oral paclitaxel bioavailability in rats. Int J Pharm. 2024 Apr 10;654:123965. doi: 10.1016/j.ijpharm.2024.123965. Epub 2024 Mar 3. PMID: 38442796. 10: Chu J, Panfen E, Wang L, Marino A, Chen XQ, Fancher RM, Landage R, Patil O, Desai SD, Shah D, Xue Y, Sinz M, Shen H. Evaluation of Encequidar as An Intestinal P-gp and BCRP Specific Inhibitor to Assess the Role of Intestinal P-gp and BCRP in Drug-Drug Interactions. Pharm Res. 2023 Nov;40(11):2567-2584. doi: 10.1007/s11095-023-03563-4. Epub 2023 Jul 31. PMID: 37523014. 11: Dai MS, Chao TC, Chiu CF, Lu YS, Shiah HS, Jackson CGCA, Hung N, Zhi J, Cutler DL, Kwan R, Kramer D, Chan WK, Qin A, Tseng KC, Hung CT, Chao TY. Oral paclitaxel and encequidar in patients with breast cancer: a pharmacokinetic, safety, and antitumor activity study. Ther Adv Med Oncol. 2023 Jul 21;15:17588359231183680. doi: 10.1177/17588359231183680. PMID: 37492633; PMCID: PMC10363869. 12: McCaw ZR, Ludmir EB, Wei LJ. Assessing the Clinical Utility of Oral Paclitaxel Plus Encequidar Versus Intravenous Paclitaxel in Patients With Metastatic Breast Cancer. J Clin Oncol. 2023 Feb 20;41(6):1323. doi: 10.1200/JCO.22.01759. Epub 2022 Nov 3. PMID: 36331242. 13: Zhang H, Bian S, Xu Z, Gao M, Wang H, Zhang J, Zhang M, Ke Y, Wang W, Chen ZS, Xu H. The effect and mechanistic study of encequidar on reversing the resistance of SW620/AD300 cells to doxorubicin. Biochem Pharmacol. 2022 Nov;205:115258. doi: 10.1016/j.bcp.2022.115258. Epub 2022 Sep 27. PMID: 36179932. 14: Boland PM, Fountzilas C, Fakih M, Opyrchal M, Diamond JR, Corr B, Ma WW, Redman M, Chan WK, Wang H, Kramer D, Kwan R, Cutler D, Zhi J, Jimeno A. A dose regimen-finding study to evaluate the safety, tolerability, pharmacokinetics, and activity of oratecan in subjects with advanced malignancies. Cancer Chemother Pharmacol. 2022 Aug;90(2):175-187. doi: 10.1007/s00280-022-04453-z. Epub 2022 Jul 29. PMID: 35904620. 15: Rugo HS, Umanzor GA, Barrios FJ, Vasallo RH, Chivalan MA, Bejarano S, Ramírez JR, Fein L, Kowalyszyn RD, Kramer ED, Wang H, Kwan MR, Cutler DL; Oraxol Study Consortium Investigators. Open-Label, Randomized, Multicenter, Phase III Study Comparing Oral Paclitaxel Plus Encequidar Versus Intravenous Paclitaxel in Patients With Metastatic Breast Cancer. J Clin Oncol. 2023 Jan 1;41(1):65-74. doi: 10.1200/JCO.21.02953. Epub 2022 Jul 20. PMID: 35858154; PMCID: PMC9788977. 16: Ma WW, Li JJ, Azad NS, Lam ET, Diamond JR, Dy GK, Opyrchal M, Zhi J, Kramer D, Chan WK, Cutler D, Kwan R, Adjei AA, Jimeno A. A phase Ib study of Oraxol (oral paclitaxel and encequidar) in patients with advanced malignancies. Cancer Chemother Pharmacol. 2022 Jul;90(1):7-17. doi: 10.1007/s00280-022-04443-1. Epub 2022 Jun 22. PMID: 35731258. 17: He J, Jackson CGCA, Deva S, Hung T, Clarke K, Segelov E, Chao TY, Dai MS, Yeh HT, Ma WW, Kramer D, Chan WK, Kwan R, Cutler D, Zhi J. Population pharmacokinetics for oral paclitaxel in patients with advanced/metastatic solid tumors. CPT Pharmacometrics Syst Pharmacol. 2022 Jul;11(7):867-879. doi: 10.1002/psp4.12799. Epub 2022 May 10. PMID: 35470967; PMCID: PMC9286714. 18: Urgaonkar S, Nosol K, Said AM, Nasief NN, Bu Y, Locher KP, Lau JYN, Smolinski MP. Discovery and Characterization of Potent Dual P-Glycoprotein and CYP3A4 Inhibitors: Design, Synthesis, Cryo-EM Analysis, and Biological Evaluations. J Med Chem. 2022 Jan 13;65(1):191-216. doi: 10.1021/acs.jmedchem.1c01272. Epub 2021 Dec 20. PMID: 34928144. 19: Jackson CGCA, Hung T, Segelov E, Barlow P, Prenen H, McLaren B, Hung NA, Clarke K, Chao TY, Dai MS, Yeh HT, Cutler DL, Kramer D, He J, Zhi J, Chan WK, Kwan R, Deva S. Oral paclitaxel with encequidar compared to intravenous paclitaxel in patients with advanced cancer: A randomised crossover pharmacokinetic study. Br J Clin Pharmacol. 2021 Dec;87(12):4670-4680. doi: 10.1111/bcp.14886. Epub 2021 Jun 18. PMID: 33960504. 20: Smolinski MP, Urgaonkar S, Pitzonka L, Cutler M, Lee G, Suh KH, Lau JYN. Discovery of Encequidar, First-in-Class Intestine Specific P-glycoprotein Inhibitor. J Med Chem. 2021 Apr 8;64(7):3677-3693. doi: 10.1021/acs.jmedchem.0c01826. Epub 2021 Mar 17. PMID: 33729781.

View History

CH5164840

CH5164840

Y06037

Y06037

Eburicol

Eburicol