Butibufen
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MedKoo CAT#: 326873

CAS#: 55837-18-8

Description: Butibufen, also known as FF-106, is a cyclooxygenase inhibitor used to treat inflammatory and rheumatic disorders. utibufen was within the potency range of ibuprofen as an antipyretic and analgesic agent and greater than that of acetylsalicylic acid. The compound possesses the advantage of a low order to toxicity. Its ulcerogenicity was much lower than that of phenylbutazone. Therefore, butibufen appears to offer potential safety and efficacy in the treatment of rheumatic diseases. Butibufen was now withdraw from the market.


Chemical Structure

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Butibufen
CAS# 55837-18-8

Theoretical Analysis

MedKoo Cat#: 326873
Name: Butibufen
CAS#: 55837-18-8
Chemical Formula: C14H20O2
Exact Mass: 220.15
Molecular Weight: 220.312
Elemental Analysis: C, 76.33; H, 9.15; O, 14.52

Price and Availability

Size Price Availability Quantity
50mg USD 300
100mg USD 550
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Synonym: FF-106; FF 106; FF106; Butibufen

IUPAC/Chemical Name: 2-(p-Isobutylphenyl)butyric acid

InChi Key: UULSXYSSHHRCQK-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H20O2/c1-4-13(14(15)16)12-7-5-11(6-8-12)9-10(2)3/h5-8,10,13H,4,9H2,1-3H3,(H,15,16)

SMILES Code: CCC(C1=CC=C(CC(C)C)C=C1)C(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: >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: Related CAS# CAS No. 55837-18-8 (Butibufen ) 60682-24-8 (Butibufen Sodium)

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 220.31 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:
In vitro protocol:
In vivo protocol:

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1: Castell JV, Larrauri A, Gómez-Lechón MJ. A study of the relative hepatotoxicity in vitro of the non-steroidal anti-inflammatory drugs ibuprofen, flurbiprofen and butibufen. Xenobiotica. 1988 Jun;18(6):737-45. doi: 10.3109/00498258809041712. PMID: 3420949.


2: Castell JV, Gómez-Lechón MJ, Miranda MA, Morera IM. Phototoxicity of non- steroidal anti-inflammatory drugs: in vitro testing of the photoproducts of Butibufen and Flurbiprofen. J Photochem Photobiol B. 1992 Apr 15;13(1):71-81. doi: 10.1016/1011-1344(92)80041-s. PMID: 1403370.


3: Hoult JR, Jackson BR, Benicka E, Patel BK, Hutt AJ. Chromatographic resolution, chiroptical characterization and preliminary pharmacological evaluation of the enantiomers of butibufen: a comparison with ibuprofen. J Pharm Pharmacol. 1999 Oct;51(10):1201-5. doi: 10.1211/0022357991776741. PMID: 10579692.


4: del Prado Míguez M, Jordá A, Cabo J. Inhibition of ureogenesis in isolated rat liver cells by a non-steroidal anti-inflammatory drug (butibufen). Biochem Pharmacol. 1986 Jul 1;35(13):2145-8. doi: 10.1016/0006-2952(86)90584-8. PMID: 2873817.


5: Barrigon S, Esteban M, Gallardo J, del Olmo J. Butibufen enteric-coated vs non-enteric-coated microcapsules: pharmacokinetics and gastrointestinal blood loss effect relationships in healthy volunteers. Arch Farmacol Toxicol. 1985 Dec;11(3):189-97. Erratum in: Arch Farmacol Toxicol 1986 Apr;12(1):83. PMID: 3879444.


6: Aparicio L. Some aspects of the pharmacology of butibufen, a non-steroidal anti-inflammatory agent. Arch Int Pharmacodyn Ther. 1977 May;227(1):130-41. PMID: 901061.


7: Alamo C, Ferrándiz B, López-Muñoz F, Alguacil LF. Influence of butibufen on enzyme activity and lysosomal stabilization ex vivo: a comparative study with hydrocortisone and acetylsalicylic acid. Methods Find Exp Clin Pharmacol. 1995 Jun;17(5):303-10. PMID: 8830198.


8: González Tavares L, Pérez de la Cruz MJ, Sanz Saiz P, Camacho MA, Martin JL. High pressure liquid chromatographic determination of the new non-steroidal anti-inflammatory agent butibufen. Arzneimittelforschung. 1992 Jun;42(6):818-20. PMID: 1418037.


9: Kerdesky FA, Brooks CD, Hulkower KI, Bouska JB, Bell RL. Conversion of cyclooxygenase inhibitors into hydroxythiazole 5-lipoxygenase inhibitors. Bioorg Med Chem. 1997 Feb;5(2):393-6. doi: 10.1016/s0968-0896(96)00255-6. PMID: 9061203.


10: Martí-Massó R, Honorato J, Martínez G. Estudio clínico-farmacológico lineal del butibufen en afecciones reumáticas [Lineal clinico-pharmacological study of butibufen in rheumatic diseases]. Rev Med Univ Navarra. 1974 Sep- Dec;18(3-4):165-78. Spanish. PMID: 4620372.


11: Miranda MA, Morera I, Vargas F, Gómez-Lechón MJ, Castell JV. In vitro assessment of the phototoxicity of anti-inflammatory 2-arylpropionic acids. Toxicol In Vitro. 1991;5(5-6):451-5. doi: 10.1016/0887-2333(91)90071-k. PMID: 20732055.


12: Rico H, Alamo C, Revilla M, Villa LF, Alguacil LF. Effect of adjuvant- induced arthritis on bone mass in rats and its prevention by non-steroid anti- inflammatory drugs (NSAIDs). Clin Exp Rheumatol. 1992 Nov-Dec;10(6):595-7. PMID: 1483311.