MedKoo Cat#: 585413 | Name: WL 19

Description:

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

WL 19 is an angiotensin II type 2 receptor antagonist.

Chemical Structure

WL 19
WL 19
CAS#114785-18-1

Theoretical Analysis

MedKoo Cat#: 585413

Name: WL 19

CAS#: 114785-18-1

Chemical Formula: C30H29N3O4

Exact Mass: 495.2158

Molecular Weight: 495.58

Elemental Analysis: C, 72.71; H, 5.90; N, 8.48; O, 12.91

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 #
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Synonym
WL 19; WL19; WL-19; PD 121981; PD121981; PD-121981
IUPAC/Chemical Name
5-(2,2-diphenylacetyl)-4-[(4-methoxy-3-methylphenyl)methyl]-1,4,6,7-tetrahydroimidazo[4,5-c]pyridine-6-carboxylic acid
InChi Key
UKTWVUDMCNZPTF-UHFFFAOYSA-N
InChi Code
InChI=1S/C30H29N3O4/c1-19-15-20(13-14-26(19)37-2)16-24-28-23(31-18-32-28)17-25(30(35)36)33(24)29(34)27(21-9-5-3-6-10-21)22-11-7-4-8-12-22/h3-15,18,24-25,27H,16-17H2,1-2H3,(H,31,32)(H,35,36)
SMILES Code
O=C(C1CC2=C(N=CN2)C(CC3=CC=C(OC)C(C)=C3)N1C(C(C4=CC=CC=C4)C5=CC=CC=C5)=O)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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 495.58 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: Drejer D, Béji S, Oezeke R, Nielsen AM, Høyer S, Bjerklund Johansen TE, Lam GW, Jensen JB. Comparison of White Light, Photodynamic Diagnosis, and Narrow-band Imaging in Detection of Carcinoma In Situ or Flat Dysplasia at Transurethral Resection of the Bladder: the DaBlaCa-8 Study. Urology. 2017 Apr;102:138-142. doi: 10.1016/j.urology.2016.11.032. Epub 2016 Nov 25. PubMed PMID: 27894979. 2: Chomentowski P, Dubé JJ, Amati F, Stefanovic-Racic M, Zhu S, Toledo FG, Goodpaster BH. Moderate exercise attenuates the loss of skeletal muscle mass that occurs with intentional caloric restriction-induced weight loss in older, overweight to obese adults. J Gerontol A Biol Sci Med Sci. 2009 May;64(5):575-80. doi: 10.1093/gerona/glp007. Epub 2009 Mar 10. PubMed PMID: 19276190; PubMed Central PMCID: PMC2800807. 3: Ryan AS, Ge S, Blumenthal JB, Serra MC, Prior SJ, Goldberg AP. Aerobic exercise and weight loss reduce vascular markers of inflammation and improve insulin sensitivity in obese women. J Am Geriatr Soc. 2014 Apr;62(4):607-14. doi: 10.1111/jgs.12749. Epub 2014 Mar 17. PubMed PMID: 24635342; PubMed Central PMCID: PMC3989409. 4: Gehlert DR, Gackenheimer SL, Schober DA. Autoradiographic localization of subtypes of angiotensin II antagonist binding in the rat brain. Neuroscience. 1991;44(2):501-14. PubMed PMID: 1944896. 5: Tang J, Xie XM, Wang X, Xie ZM, He JH, Wu YP, Fan W, Fu JH, Yang MT. Radiocolloid in combination with methylene dye localization, rather than wire localization, is a preferred procedure for excisional biopsy of nonpalpable breast lesions. Ann Surg Oncol. 2011 Jan;18(1):109-13. doi: 10.1245/s10434-010-1207-9. Epub 2010 Aug 3. PubMed PMID: 20680696. 6: Dourish CT, Duggan JA, Banks RJ. Drinking induced by subcutaneous injection of angiotensin II in the rat is blocked by the selective AT1 receptor antagonist DuP 753 but not by the selective AT2 receptor antagonist WL 19. Eur J Pharmacol. 1992 Jan 28;211(1):113-6. PubMed PMID: 1618259. 7: Smith MT, Lau T, Wallace VC, Wyse BD, Rice AS. Analgesic efficacy of small-molecule angiotensin II type 2 receptor antagonists in a rat model of antiretroviral toxic polyneuropathy. Behav Pharmacol. 2014 Apr;25(2):137-46. doi: 10.1097/FBP.0000000000000025. PubMed PMID: 24525712. 8: Edwards RM, Stack EJ, Weidley EF, Aiyar N, Keenan RM, Hill DT, Weinstock J. Characterization of renal angiotensin II receptors using subtype selective antagonists. J Pharmacol Exp Ther. 1992 Mar;260(3):933-8. PubMed PMID: 1545405. 9: Siegl PK, Chang RS, Mantlo NB, Chakravarty PK, Ondeyka DL, Greenlee WJ, Patchett AA, Sweet CS, Lotti VJ. In vivo pharmacology of L-158,809, a new highly potent and selective nonpeptide angiotensin II receptor antagonist. J Pharmacol Exp Ther. 1992 Jul;262(1):139-44. PubMed PMID: 1625193. 10: Smith MT, Woodruff TM, Wyse BD, Muralidharan A, Walther T. A small molecule angiotensin II type 2 receptor (AT₂R) antagonist produces analgesia in a rat model of neuropathic pain by inhibition of p38 mitogen-activated protein kinase (MAPK) and p44/p42 MAPK activation in the dorsal root ganglia. Pain Med. 2013 Oct;14(10):1557-68. doi: 10.1111/pme.12157. Epub 2013 Jun 6. PubMed PMID: 23742186. 11: Hong KW, Rhim BY, Shin YW, Yoo SE. Characterization of PD 121981- and CGP 42112-induced unmasking of low concentration effects of angiotensin II in rabbit abdominal aorta. J Pharmacol Exp Ther. 1994 Dec;271(3):1591-6. PubMed PMID: 7996473. 12: Gehlert DR, Gackenheimer SL, Reel JK, Lin HS, Steinberg MI. Non-peptide angiotensin II receptor antagonists discriminate subtypes of 125I-angiotensin II binding sites in the rat brain. Eur J Pharmacol. 1990 Oct 2;187(1):123-6. PubMed PMID: 2272349. 13: Wiest SA, Rampersaud A, Zimmerman K, Steinberg MI. Characterization of distinct angiotensin II binding sites in rat adrenal gland and bovine cerebellum using selective nonpeptide antagonists. J Cardiovasc Pharmacol. 1991 Feb;17(2):177-84. PubMed PMID: 1709220. 14: Chang RS, Lotti VJ. Angiotensin receptor subtypes in rat, rabbit and monkey tissues: relative distribution and species dependency. Life Sci. 1991;49(20):1485-90. PubMed PMID: 1943452. 15: Chang RS, Lotti VJ. Two distinct angiotensin II receptor binding sites in rat adrenal revealed by new selective nonpeptide ligands. Mol Pharmacol. 1990 Mar;37(3):347-51. PubMed PMID: 2314387. 16: Gehlert DR, Gackenheimer SL, Schober DA. Angiotensin II receptor subtypes in rat brain: dithiothreitol inhibits ligand binding to AII-1 and enhances binding to AII-2. Brain Res. 1991 Apr 12;546(1):161-5. PubMed PMID: 1855146. 17: Edwards RM, Stack EJ. Angiotensin II inhibits glomerular adenylate cyclase via the angiotensin II receptor subtype 1 (AT1). J Pharmacol Exp Ther. 1993 Aug;266(2):506-10. PubMed PMID: 8394907. 18: Chang RS, Lotti VJ, Chen TB, Faust KA. Two angiotensin II binding sites in rat brain revealed using [125I]Sar1, Ile8-angiotensin II and selective nonpeptide antagonists. Biochem Biophys Res Commun. 1990 Sep 14;171(2):813-7. PubMed PMID: 2403363. 19: Scott AL, Chang RS, Lotti VJ, Siegl PK. Cardiac angiotensin receptors: effects of selective angiotensin II receptor antagonists, DUP 753 and PD 121981, in rabbit heart. J Pharmacol Exp Ther. 1992 Jun;261(3):931-5. PubMed PMID: 1602398. 20: Aiyar N, Griffin E, Edwards R, Weinstock J, Samanen J, Nambi P. Characterization of bovine ovary angiotensin II receptors using subtype-selective antagonists. Pharmacology. 1993;46(1):1-8. PubMed PMID: 8434027.