Benorilat

Benorilat
Nama sistematis (IUPAC)
	4-asetamidofenil 2-(asetiloksi)benzoat
Data klinis
Kat. kehamilan	?
Status hukum	?
Rute	Oral
Pengenal
Nomor CAS	5003-48-5
Kode ATC	N02BA10
PubChem	CID 21102
ChemSpider	19846
UNII	W1QX9DV96G
ChEMBL	CHEMBL162036
Data kimia
Rumus	C17H15NO5
SMILES	eMolecules & PubChem
	InChI InChI=1S/C17H15NO5/c1-11(19)18-13-7-9-14(10-8-13)23-17(21)15-5-3-4-6-16(15)22-12(2)20/h3-10H,1-2H3,(H,18,19) ; Key:FEJKLNWAOXSSNR-UHFFFAOYSA-N ;

Benorilat (INN) adalah obat gabungan aspirin dengan parasetamol yang terikat ester. Obat ini digunakan sebagai obat antiinflamasi dan antipiretik. Dalam pengobatan demam anak-anak, obat ini terbukti lebih rendah khasiatnya dibandingkan parasetamol dan aspirin yang diminum secara terpisah. Selain itu, karena diubah menjadi aspirin, benorilat tidak direkomendasikan untuk anak-anak karena kekhawatiran akan sindrom Reye.^[1]

Sintesis

Asetil salikoil klorida (1) direaksikan dengan parasetamol (2) menghasilkan benorilat (3).^[2]^[3]^[4]^[5]

Sintesis benorilat

Sintesis benorilat Saponifikasi parsial benorilat menghasilkan asetaminosalol (fenetsal).^[6]

Referensi

^ Similä S, Keinänen S, Kouvalainen K (December 1975). "Oral antipyretic therapy: evaluation of benorylate, an ester of acetylsalicylic acid and paracetamol". European Journal of Pediatrics. 121 (1): 15–20. doi:10.1007/bf00464391. PMID 2478.
^ Thieme
^ NL6504517 idem Andrew Robertson, U.S. Patent 3.431.293 (1969 to Sterling Drug Inc)
^ Mario Portelli & Giorgio Renzi, DE 2402231 (1974 to Whitefin Holding SA)
^ Huang Xiaocheng, et al. CN 111056968 (2020 to Guangxi University of Science and Technology)
^ Moerk Nielsen, N., Bundgaard, H. (March 1989). "Evaluation of glycolamide esters and various other esters of aspirin as true aspirin prodrugs". Journal of Medicinal Chemistry. 32 (3): 727–734. doi:10.1021/jm00123a040. PMID 2918521.

[1] Similä S, Keinänen S, Kouvalainen K (December 1975). "Oral antipyretic therapy: evaluation of benorylate, an ester of acetylsalicylic acid and paracetamol". European Journal of Pediatrics. 121 (1): 15–20. doi:10.1007/bf00464391. PMID 2478.

[2] Thieme

[3] NL6504517 idem Andrew Robertson, U.S. Patent 3.431.293 (1969 to Sterling Drug Inc)

[4] Mario Portelli & Giorgio Renzi, DE 2402231 (1974 to Whitefin Holding SA)

[5] Huang Xiaocheng, et al. CN 111056968 (2020 to Guangxi University of Science and Technology)

[6] Moerk Nielsen, N., Bundgaard, H. (March 1989). "Evaluation of glycolamide esters and various other esters of aspirin as true aspirin prodrugs". Journal of Medicinal Chemistry. 32 (3): 727–734. doi:10.1021/jm00123a040. PMID 2918521.

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