MedKoo Cat#: 598932 | Name: Linoleylanilide

Description:

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

Linoleylanilide is a fatty amide conjugate of linoleic acid and aniline.

Chemical Structure

Linoleylanilide
CAS#19878-10-5

Theoretical Analysis

MedKoo Cat#: 598932

Name: Linoleylanilide

CAS#: 19878-10-5

Chemical Formula: C24H37NO

Exact Mass: 355.2875

Molecular Weight: 355.56

Elemental Analysis: C, 81.07; H, 10.49; N, 3.94; O, 4.50

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
Linoleylanilide; Linoleic acid anilide; Linoleyl anilide;
IUPAC/Chemical Name
(9Z,12Z)-N-phenyloctadeca-9,12-dienamide
InChi Key
HFRLHSQAZLWVEE-HZJYTTRNSA-N
InChi Code
InChI=1S/C24H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-24(26)25-23-20-17-16-18-21-23/h6-7,9-10,16-18,20-21H,2-5,8,11-15,19,22H2,1H3,(H,25,26)/b7-6-,10-9-
SMILES Code
CCCCC/C=C\C/C=C\CCCCCCCC(NC1=CC=CC=C1)=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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 355.56 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: Blanco A, Mendez A, Gonzalez JM, Bances R, Zumbado M. Histopathological study of Clara cells in lungs from linoleylanilide intoxicated mice. Vet Hum Toxicol. 1994 Aug;36(4):285-9. PubMed PMID: 7975128. 2: Garcia Gil M, Traver J, Suarez C, Marin Cao D, Mato JM. Evidence for generation of leukotriene B4 in human polymorphonuclear leukocytes treated with linoleylanilide. Biochem Pharmacol. 1984 Oct 15;33(20):3303-6. PubMed PMID: 6091673. 3: Gil MG, van Lookeren Campagne MW, Alemany S, Municio AM, Mato JM. Effect of fatty acid anilides on the generation of arachidonic acid by human polymorphonuclear leukocytes. FEBS Lett. 1983 Oct 3;162(1):151-5. PubMed PMID: 6413256. 4: Blasco R, Moreno E, Sanz P, Repetto M. In vitro modifications of rat NTE and other esterases by chemicals which induce delayed neurotoxicity in vivo. Vet Hum Toxicol. 1990 Oct;32(5):435-9. PubMed PMID: 2238440. 5: Bioque G, Ramis I, Mallet AI, Bulbena O, Rosello-Catafau J, Gelpi E. Oxidative metabolism of N-phenyllinoleamide by human nasal polyps. Prostaglandins. 1992 Dec;44(6):597-609. PubMed PMID: 1475378. 6: Abián J, Bioque G, Bulbena O, Roselló J, Gelpí E. Gas chromatographic/mass spectrometric analysis of high-performance liquid chromatographic fractions reflecting arachidonic acid metabolism in mouse peritoneal macrophages. Biol Mass Spectrom. 1992 Feb;21(2):69-79. PubMed PMID: 1606184. 7: Khan MF, Kaphalia BS, Ansari GA. Heated linoleic acid anilide reduces serum enzyme activities in rats. Res Commun Chem Pathol Pharmacol. 1991 Jul;73(1):107-10. PubMed PMID: 1882119. 8: Khan MF, Kaphalia BS, Ansari GA. Toxic response of linoleic acid anilide in female rats. Res Commun Chem Pathol Pharmacol. 1992 Aug;77(2):241-4. PubMed PMID: 1439192. 9: Khan MF, Boor PJ, Kaphalia BS, Alcock NW, Ansari GA. Hematopoietic toxicity of linoleic acid anilide: importance of aniline. Fundam Appl Toxicol. 1995 May;25(2):224-32. PubMed PMID: 7665006. 10: Bioque G, Abián J, Bulbena O, Roselló-Catafau J, Gelpí E. Metabolism of N-phenyllinoleamide by rat liver. J Chromatogr. 1993 Jun 2;615(2):191-6. PubMed PMID: 8335697. 11: Marquet A, Larraga V, Diez JL, Amela C, Rodrigo J, Muñoz E, Pestaña A. Immunogenicity of fatty acid anilides in rabbits and the pathogenesis of the Spanish toxic oil syndrome. Experientia. 1984 Sep 15;40(9):977-80. PubMed PMID: 6205897. 12: Pich I, López S, Vila L, Lagunas C, de Castellarnau C. Influence of fatty acid anilides present in toxic oils on the metabolism of exogenous arachidonic acid in cultured human endothelial cells. Toxicology. 1993 Jan 29;77(1-2):51-63. PubMed PMID: 8442018. 13: Khan MF, Kaphalia BS, Palafox A, Jerrells TR, Ansari GA. Heated linoleic acid anilide: toxicity and relevance to toxic oil syndrome. Toxicology. 1991;68(2):143-55. PubMed PMID: 1891781. 14: Bioque G, Abián J, Bulbena O, Roselló-Catafau J, Gelpí E. N-phenyllinoleamide metabolism by human polymorphonuclear leukocytes. Xenobiotica. 1994 Jul;24(7):613-21. PubMed PMID: 7975726. 15: Ramis I, Bioque G, Roselló J, Feliu E, Bulbena O, Gelpí E. Cyclooxygenase products of metabolism of arachidonic acid in mouse macrophages exposed to N-phenyllinoleamide from toxic oil samples. Prostaglandins Leukot Essent Fatty Acids. 1990 Feb;39(2):147-9. PubMed PMID: 2111554. 16: Cárdenas A, Abián J, Bulbena O, Roselló J, Gelpi E. Determination of oxidation products of N-phenyllinoleamide: Spanish toxic oil syndrome studies. J Chromatogr. 1988 Apr 8;426(1):83-91. PubMed PMID: 3384882. 17: Bioque G, Bulbena O, Gómez G, Roselló-Catafau J, Gelpí E. Influence of N-phenyllinoleamide from toxic oil samples on the lipoxygenase metabolism of exogenous arachidonic acid in mouse peritoneal macrophages. Prostaglandins Leukot Essent Fatty Acids. 1992 Nov;47(3):187-91. PubMed PMID: 1475273. 18: Bioque G, Vargas D, Bulbena O, Roselló-Catafau J, Gelpi E. Cyclooxygenase and lipoxygenase arachidonate metabolites synthesized by mouse peritoneal macrophages: in vitro effect of N-phenyllinoleamide from toxic oil samples. Agents Actions. 1993 Jan;38(1-2):38-43. PubMed PMID: 8386901. 19: Mukherjee S, Ghosh S, Rodgers L, Nayyar T, Desai U, Das SK. Toxic effects of fatty acid anilides on the oxygen defense systems of guinea pig lungs and erythrocytes. J Biochem Toxicol. 1994 Feb;9(1):1-7. PubMed PMID: 8151627. 20: Bioque G, Abián J, Bulbena O, Roselló-Catafau J, Gelpí E. Mass spectrometric identification of N-phenyllinoleamide metabolites in mouse peritoneal macrophages. Rapid Commun Mass Spectrom. 1995;9(9):753-60. PubMed PMID: 7655069.