Ditekiren | CAS#103336-05-6 | renin inhibitor

MedKoo Cat#: 597319 | Name: Ditekiren

Description:

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

Ditekiren is an orally active renin inhibitor.

Chemical Structure

Ditekiren

CAS#103336-05-6

Theoretical Analysis

MedKoo Cat#: 597319

Name: Ditekiren

CAS#: 103336-05-6

Chemical Formula: C50H75N9O8

Exact Mass: 929.5739

Molecular Weight: 930.20

Elemental Analysis: C, 64.56; H, 8.13; N, 13.55; O, 13.76

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

Ditekiren; U-71038; U 71038; U71038; Ditekirenum;

IUPAC/Chemical Name

tert-butyl (S)-2-(((4S,7S,9S,10S,13S,16S)-13-((1H-imidazol-4-yl)methyl)-4-((S)-sec-butyl)-9-hydroxy-10-isobutyl-7-isopropyl-14-methyl-3,6,12,15-tetraoxo-17-phenyl-1-(pyridin-2-yl)-2,5,11,14-tetraazaheptadecan-16-yl)carbamoyl)pyrrolidine-1-carboxylate

InChi Key

SASWSEQJAITMKS-JJNNLWIXSA-N

InChi Code

InChI=1S/C50H75N9O8/c1-11-33(6)43(47(64)53-29-35-20-15-16-22-52-35)57-44(61)37(32(4)5)27-42(60)38(24-31(2)3)55-46(63)41(26-36-28-51-30-54-36)58(10)48(65)39(25-34-18-13-12-14-19-34)56-45(62)40-21-17-23-59(40)49(66)67-50(7,8)9/h12-16,18-20,22,28,30-33,37-43,60H,11,17,21,23-27,29H2,1-10H3,(H,51,54)(H,53,64)(H,55,63)(H,56,62)(H,57,61)/t33-,37-,38-,39-,40-,41-,42-,43-/m0/s1

SMILES Code

O=C(N1[C@H](C(N[C@H](C(N([C@H](C(N[C@@H](CC(C)C)[C@@H](O)C[C@H](C(N[C@H](C(NCC2=NC=CC=C2)=O)[C@@H](C)CC)=O)C(C)C)=O)CC3=CNC=N3)C)=O)CC4=CC=CC=C4)=O)CCC1)OC(C)(C)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

>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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 930.20 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: Zimmerman BG. Greater blood pressure-lowering effect of the renin inhibitor EMD 58265 than an angiotensin-converting enzyme inhibitor in two-kidney one-clip Goldblatt rabbit. Clin Exp Pharmacol Physiol. 2000 May-Jun;27(5-6):370-7. PubMed PMID: 10831238. 2: Lecureur V, Sun D, Hargrove P, Schuetz EG, Kim RB, Lan LB, Schuetz JD. Cloning and expression of murine sister of P-glycoprotein reveals a more discriminating transporter than MDR1/P-glycoprotein. Mol Pharmacol. 2000 Jan;57(1):24-35. PubMed PMID: 10617675. 3: Kim RB, Perry PR, Wilkinson GR. High affinity uptake by isolated rat hepatocytes of a linear pseudo-hexapeptide, ditekiren. Biochim Biophys Acta. 1997 Aug 14;1328(1):41-7. PubMed PMID: 9298943. 4: Takahashi H, Kim RB, Perry PR, Wilkinson GR. Characterization of the hepatic canalicular membrane transport of a model oligopeptide: ditekiren. J Pharmacol Exp Ther. 1997 Apr;281(1):297-303. PubMed PMID: 9103510. 5: Harrison AW, Fisher JF, Guido DM, Couch SJ, Lawson JA, Sutter DM, Williams MV, DeGraaf GL, Rogers JE, Pals DT, et al. Appraisal of a glycopeptide cloaking strategy for a therapeutic oligopeptide: glycopeptide analogs of the renin inhibitor ditekiren. Bioorg Med Chem. 1994 Dec;2(12):1339-61. PubMed PMID: 7788297. 6: Sheehy AM, Hoover JL, Rush BD, Wilkinson KF, Vidmar TJ, Ruwart MJ. Intrapulmonary delivery of renin inhibitory peptides results in sustained release because of saturable transport. Pharm Res. 1993 Oct;10(10):1548-51. PubMed PMID: 8272421. 7: Wilkinson KF, Rush BD, Sharma SK, Evans DB, Ruwart MJ, Friis JM, Bohanon MJ, Tomich PK. Development of activity assays for high-volume evaluation of human immunodeficiency virus (HIV) protease inhibitors in rat serum: results with ditekiren. Pharm Res. 1993 Apr;10(4):562-6. PubMed PMID: 8483839. 8: Adedoyin A, Perry PR, Wilkinson GR. Hepatic elimination in the rat of ditekiren (U-71038), a renin inhibitor pseudohexapeptide. Drug Metab Dispos. 1993 Jan-Feb;21(1):184-8. PubMed PMID: 8095217. 9: Kim DC, Harrison AW, Ruwart MJ, Wilkinson KF, Fisher JF, Hidalgo IJ, Borchardt RT. Evaluation of the bile acid transporter in enhancing intestinal permeability to renin-inhibitory peptides. J Drug Target. 1993;1(4):347-59. PubMed PMID: 8069578. 10: Luther RR, Glassman HN, Boger RS. Renin inhibitors in hypertension. Clin Nephrol. 1991 Oct;36(4):181-6. Review. PubMed PMID: 1959244. 11: Epps DE, Poorman RA, Mandel F, Schostarez HJ. Determination of dissociation constants of high affinity (pM) human renin inhibitors: application to analogues of ditekiren (U-71,038). J Med Chem. 1991 Jul;34(7):2107-12. PubMed PMID: 2066983. 12: Greenfield JC, Loux SJ, Sood VK, Jenkins KM, Davio SR. In vitro evaluation of the plasma and blood compatibility of a parenteral formulation for ditekiren, a novel renin inhibitor pseudopeptide. Pharm Res. 1991 Apr;8(4):475-9. PubMed PMID: 1871042. 13: Davio SR, McShane MM, Kakuk TJ, Zaya RM, Cole SL. Precipitation of the renin inhibitor ditekiren upon i.v. infusion; in vitro studies and their relationship to in vivo precipitation in the cynomolgus monkey. Pharm Res. 1991 Jan;8(1):80-3. PubMed PMID: 2014212. 14: Pals DT, DeGraaf GL, Couch SJ, Brunden MN. Additive combination studies of captopril and ditekiren, a renin inhibitor, in nonhuman primates. Clin Exp Hypertens A. 1991;13(3):425-36. PubMed PMID: 1893613. 15: Wathen LK, Nuorala KW, Wathen MW. Validation of an immunoradiometric assay to measure plasma levels of active renin. J Clin Lab Anal. 1991;5(4):284-92. PubMed PMID: 1890543. 16: Bundy GL, Pals DT, Lawson JA, Couch SJ, Lipton MF, Mauragis MA. Potent renin inhibitory peptides containing hydrophilic end groups. J Med Chem. 1990 Aug;33(8):2276-83. PubMed PMID: 2197413. 17: Pals DT, Lawson JA, Couch SJ. Rat model for evaluating inhibitors of human renin. J Pharmacol Methods. 1990 Jul;23(4):239-45. PubMed PMID: 2196401. 18: Ruwart MJ, Sharma SK, Harris DW, Lakings DB, Rush BD, Wilkinson KF, Cornette JC, Evans DB, Friis JM, Cook KJ, et al. Development of a sensitive activity assay for high-volume evaluation of human renin inhibitory peptides in rat serum: results with U-71,038. Pharm Res. 1990 Apr;7(4):407-10. PubMed PMID: 2194200. 19: Sharma SK, Cornette JC, Lakings DB. A primate bioassay for the determination of renin inhibitory peptides in serum. Anal Biochem. 1990 Apr;186(1):24-7. PubMed PMID: 2192582. 20: Lakings DB, Friis JM, Bruns MB. Determination of ditekiren, a renin inhibitor peptide, in monkey serum using high-performance liquid chromatography with solid-phase extraction. J Chromatogr. 1990 Mar 16;526(1):273-81. PubMed PMID: 2187899.