MedKoo Cat#: 598787 | Name: Phenylbutazone trimethylgallate

Description:

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

Phenylbutazone trimethylgallate is a non-steroidal anti-inflammatory drug.

Chemical Structure

Phenylbutazone trimethylgallate
Phenylbutazone trimethylgallate
CAS#16006-74-9

Theoretical Analysis

MedKoo Cat#: 598787

Name: Phenylbutazone trimethylgallate

CAS#: 16006-74-9

Chemical Formula: C29H30N2O6

Exact Mass: 502.2104

Molecular Weight: 502.56

Elemental Analysis: C, 69.31; H, 6.02; N, 5.57; O, 19.10

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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Synonym
Phenylbutazone trimethylgallate; LH 150; LH-150; LH150; Megazone;
IUPAC/Chemical Name
4-butyl-5-oxo-1,2-diphenyl-2,5-dihydro-1H-pyrazol-3-yl 3,4,5-trimethoxybenzoate
InChi Key
LAVQJQXAUQINRC-UHFFFAOYSA-N
InChi Code
InChI=1S/C29H30N2O6/c1-5-6-17-23-27(32)30(21-13-9-7-10-14-21)31(22-15-11-8-12-16-22)28(23)37-29(33)20-18-24(34-2)26(36-4)25(19-20)35-3/h7-16,18-19H,5-6,17H2,1-4H3
SMILES Code
O=C1C(CCCC)=C(OC(C2=CC(OC)=C(OC)C(OC)=C2)=O)N(C3=CC=CC=C3)N1C4=CC=CC=C4
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

Preparing Stock Solutions

The following data is based on the product molecular weight 502.56 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: Lees P, Toutain PL. Pharmacokinetics, pharmacodynamics, metabolism, toxicology and residues of phenylbutazone in humans and horses. Vet J. 2013 Jun;196(3):294-303. doi: 10.1016/j.tvjl.2013.04.019. Epub 2013 May 27. Review. PubMed PMID: 23721873. 2: Fourie T, Cromarty D, Duncan N, Wolter K, Naidoo V. The Safety and Pharmacokinetics of Carprofen, Flunixin and Phenylbutazone in the Cape Vulture (Gyps coprotheres) following Oral Exposure. PLoS One. 2015 Oct 29;10(10):e0141419. doi: 10.1371/journal.pone.0141419. eCollection 2015. PubMed PMID: 26512724; PubMed Central PMCID: PMC4626400. 3: Higgins A. Shutting the stable door after the horse (on phenylbutazone) has bolted. Vet J. 2013 Jun;196(3):273-4. doi: 10.1016/j.tvjl.2013.05.001. Epub 2013 May 23. PubMed PMID: 23707576. 4: Knych HK, Stanley SD, Seminoff KN, McKemie DS, Kass PH. Pharmacokinetics of methocarbamol and phenylbutazone in exercised Thoroughbred horses. J Vet Pharmacol Ther. 2016 Oct;39(5):469-77. doi: 10.1111/jvp.12298. Epub 2016 Feb 29. PubMed PMID: 26924025. 5: Boison JO, Dowling T, Johnson R, Kinar J. Analysis of phenylbutazone residues in horse tissues with and without enzyme-hydrolysis by LC-MS/MS. Drug Test Anal. 2016 May;8(5-6):535-8. doi: 10.1002/dta.2020. PubMed PMID: 27443208. 6: Aleman M, Nieto JE, Higgins JK. Ulcerative cystitis associated with phenylbutazone administration in two horses. J Am Vet Med Assoc. 2011 Aug 15;239(4):499-503. doi: 10.2460/javma.239.4.499. PubMed PMID: 21838588. 7: Zhou J, Li X, Zhu X, Sun J, Qiu Q, Huang W, Qian H. Phenylbutazone, a New Long-Acting Agent that can Improve the Peptide Pharmacokinetic Based on Serum Albumin as a Drug Carrier. Chem Biol Drug Des. 2016 Jun;87(6):936-45. doi: 10.1111/cbdd.12726. Epub 2016 Feb 20. PubMed PMID: 26808199. 8: Foreman JH, Ruemmler R. Phenylbutazone and flunixin meglumine used singly or in combination in experimental lameness in horses. Equine Vet J Suppl. 2011 Nov;(40):12-7. doi: 10.1111/j.2042-3306.2011.00485.x. PubMed PMID: 22082440. 9: Tobin T, Chay S, Kamerling S, Woods WE, Weckman TJ, Blake JW, Lees P. Phenylbutazone in the horse: a review. J Vet Pharmacol Ther. 1986 Mar;9(1):1-25. Review. PubMed PMID: 3517382. 10: Szita M, Gachályi B, Tornyossy M, Káldor A. Interaction of phenylbutazone and tolbutamide in man. Int J Clin Pharmacol Ther Toxicol. 1980 Sep;18(9):378-80. PubMed PMID: 7450929. 11: Mizushima Y, Shiokawa Y, Honma M, Kageyama T. A double-blind comparison of phenylbutazone and suxibuzone, a prodrug of phenylbutazone, in rheumatoid arthritis. Int J Tissue React. 1983;5(1):35-9. PubMed PMID: 6345427. 12: Faigle JW, Dieterle W. The biotransformation of phenylbutazone (Butazolidin). J Int Med Res. 1977;5 Suppl 2:2-14. PubMed PMID: 410685. 13: Young DB, Ewing PJ, Burrows GE, Lessley BA, Clarke CR, Shawley RV. Effects of phenylbutazone on thiamylal disposition and anaesthesia in ponies. J Vet Pharmacol Ther. 1994 Oct;17(5):389-93. PubMed PMID: 7853465. 14: Kadir A, Ali BH, al Hadrami G, Bashir AK, Landoni MF, Lees P. Phenylbutazone pharmacokinetics and bioavailability in the dromedary camel (Camelus dromedarius). J Vet Pharmacol Ther. 1997 Feb;20(1):54-60. PubMed PMID: 9049950. 15: Rose RJ, Kohnke JR, Baggot JD. Bioavailability of phenylbutazone preparations in the horse. Equine Vet J. 1982 Jul;14(3):234-7. PubMed PMID: 7106088. 16: Matthews NS, Peck KE, Taylor TS, Mealey KL. Pharmacokinetics of phenylbutazone and its metabolite oxyphenbutazone in miniature donkeys. Am J Vet Res. 2001 May;62(5):673-5. PubMed PMID: 11341383. 17: Mealey KL, Matthews NS, Peck KE, Ray AC, Taylor TS. Comparative pharmacokinetics of phenylbutazone and its metabolite oxyphenbutazone in clinically normal horses and donkeys. Am J Vet Res. 1997 Jan;58(1):53-5. PubMed PMID: 8989496. 18: Landuyt J, Delbeke FT, Debackere M. The intramuscular bioavailability of a phenylbutazone preparation in the horse. J Vet Pharmacol Ther. 1993 Dec;16(4):494-500. PubMed PMID: 8126767. 19: Wasfi IA, Abdel Hadi AH, Zorob O, Osman M al-G, Boni NS. Pharmacokinetics of phenylbutazone in camels. Am J Vet Res. 1997 Jun;58(6):636-40. PubMed PMID: 9185972. 20: Cheng Z, Welsh E, Nolan A, McKellar QA. Pharmacokinetic and pharmacodynamic studies on phenylbutazone and oxyphenbutazone in goats. Vet Rec. 1997 Jan 11;140(2):40-3. PubMed PMID: 9123796.