Benorilate

An analgesic, antipyretic, and anti-inflammatory agent formerly used for the symptomatic treatment of rheumatoid arthritis, osteoarthritis, and other painful inflammatory conditions. Benorilate is an ester conjugate of acetylsalicylic acid and paracetamol that undergoes hydrolysis after administration, releasing salicylate and paracetamol. Its pharmacological effects arise primarily from these metabolites, which reduce prostaglandin-mediated pain, fever, and inflammation. Use is limited in modern clinical practice, and adverse effects include gastrointestinal toxicity and other risks associated with salicylates

CAS Number: 5003-48-5

Molecular Mass: 313.3 g/mol

Formula: C₁₇H₁₅NO₅

Smiles: CC(=O)Nc1ccc(OC(=O)c2ccccc2OC(C)=O)cc1

Synonymes:

Benorilate, 5003-48-5, BENORYLATE, Fenasprate, Benorilato, WIN 11450, Benorilatum, Benzoic acid, 2-(acetyloxy)-, 4-(acetylamino)phenyl ester, 4-Acetamidophenyl salicylate acetate, DTXSID5022649, W1QX9DV96G, WIN-11450, 4-acetamidophenyl 2-(acetyloxy)benzoate, DTXCID202649, Triadol, 4-acetamidophenyl-O-acetylsalicylate, 2-acetoxy-4'-acetaminophenylbenzoate, RefChem:117016, N02BA10, 225-674-5, 4-acetamidophenyl 2-acetoxybenzoate, Salipran, Benoral, Benortan, Fenasparate, Aspirin acetaminophen ester, p-Acetamidophenyl acetylsalicylate, p-N-Acetylaminophenylacetylsalicylate, TO 125, 2-Acetoxy-4'-(acetamino)phenylbenzoate, 4'-(Acetamido)phenyl-2-acetoxybenzoate, 2-(Acetyloxy)benzoic acid 4-(acetylamino)phenyl ester, MFCD00864257, Benorilate (INN), Salicylic acid, acetate, ester with 4'-hydroxyacetanilide, NCGC00167468-01, BENORILATE [INN], 4-(Acetylamino)phenyl 2-(acetyloxy)benzoate, Benorilato [Spanish], Quinexin, Benorilatum [INN-Latin], Benorilato [INN-Spanish], CAS-5003-48-5, (4-acetamidophenyl) 2-acetyloxybenzoate, CCRIS 1739, EINECS 225-674-5, UNII-W1QX9DV96G, BRN 2166628, Benorilate [INN:BAN:DCF], Benorilate (Standard), BENORYLATE [MI], BENORILATE [MART.], BENORILATE [WHO-DD], SCHEMBL25167, CHEMBL162036, orb1304355, SCHEMBL27446831, CHEBI:135340, GLXC-08163, HMS5084M15, MSK10529, Tox21_112472, EBC-26748, s5043, (4-acetamidophenyl) 2-acetoxybenzoate, AKOS016010035, Tox21_112472_1, CCG-267615, DB13657, HY-107795R, KS-5206, NCGC00167468-02, AC-12036, AS-13290, Benorilate 100 microg/mL in Acetonitrile, HY-107795, B4827, CS-0030669, NS00003960, 4-(Acetylamino)phenyl 2-(acetyloxy)benzoate #, D07291, EN300-18124278, Q373243, SR-01000944978, SR-01000944978-1

Bioactivity: Nonsteroidal anti-inflammatory drug (NSAID); aspirin–paracetamol ester prodrug; inhibitor of prostaglandin biosynthesis through its metabolites

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1,4-Dioxane	293.15	-	6.237	[127]
1,4-Dioxane	298.15	-	7.465	[127]
1,4-Dioxane	303.15	-	9.11	[127]
1,4-Dioxane	308.15	-	10.82	[127]
1,4-Dioxane	313.15	-	12.63	[127]
1,4-Dioxane	318.15	-	15.35	[127]
1-Butanol	278.15	-	1.048	[125]
1-Butanol	278.15	-	0.6213	[127]
1-Butanol	283.15	-	1.407	[125]
1-Butanol	283.15	-	0.812	[127]
1-Butanol	288.15	-	1.779	[125]
1-Butanol	288.15	-	1.0	[127]
1-Butanol	293.15	-	2.202	[125]
1-Butanol	293.15	-	1.284	[127]
1-Butanol	298.15	-	2.604	[125]
1-Butanol	298.15	-	1.564	[127]
1-Butanol	303.15	-	3.186	[125]
1-Butanol	303.15	-	1.889	[127]
1-Butanol	308.15	-	4.297	[125]
1-Butanol	308.15	-	2.306	[127]
1-Butanol	313.15	-	4.795	[125]
1-Butanol	313.15	-	2.863	[127]
1-Butanol	318.15	-	5.828	[125]
1-Butanol	318.15	-	3.469	[127]
1-Propanol	278.15	-	0.7701	[125]
1-Propanol	278.15	-	0.374	[127]
1-Propanol	283.15	-	1.135	[125]
1-Propanol	283.15	-	0.5419	[127]
1-Propanol	288.15	-	1.52	[125]
1-Propanol	288.15	-	0.7284	[127]
1-Propanol	293.15	-	2.351	[125]
1-Propanol	293.15	-	0.8966	[127]
1-Propanol	298.15	-	3.016	[125]
1-Propanol	298.15	-	1.101	[127]
1-Propanol	303.15	-	4.127	[125]
1-Propanol	303.15	-	1.357	[127]
1-Propanol	308.15	-	5.375	[125]
1-Propanol	308.15	-	1.66	[127]
1-Propanol	313.15	-	6.818	[125]
1-Propanol	313.15	-	2.037	[127]
1-Propanol	318.15	-	9.09	[125]
1-Propanol	318.15	-	2.644	[127]
Acetone	278.15	-	9.362	[125]
Acetone	283.15	-	11.62	[125]
Acetone	288.15	-	15.21	[125]
Acetone	293.15	-	17.73	[125]
Acetone	298.15	-	22.14	[125]
Acetone	303.15	-	25.09	[125]
Acetone	308.15	-	33.31	[125]
Acetone	313.15	-	40.99	[125]
Acetone	318.15	-	51.13	[125]
Acetonitrile	278.15	-	7.869	[125]
Acetonitrile	278.15	-	4.155	[127]
Acetonitrile	283.15	-	9.296	[125]
Acetonitrile	283.15	-	5.181	[127]
Acetonitrile	288.15	-	11.54	[125]
Acetonitrile	288.15	-	6.344	[127]
Acetonitrile	293.15	-	14.05	[125]
Acetonitrile	293.15	-	7.993	[127]
Acetonitrile	298.15	-	16.35	[125]
Acetonitrile	298.15	-	9.762	[127]
Acetonitrile	303.15	-	22.32	[125]
Acetonitrile	303.15	-	11.76	[127]
Acetonitrile	308.15	-	26.53	[125]
Acetonitrile	308.15	-	13.83	[127]
Acetonitrile	313.15	-	33.54	[125]
Acetonitrile	313.15	-	16.49	[127]
Acetonitrile	318.15	-	39.1	[125]
Acetonitrile	318.15	-	19.6	[127]
Amyl Acetate	278.15	-	0.6649	[128]
Amyl Acetate	283.15	-	0.8384	[128]
Amyl Acetate	288.15	-	1.084	[128]
Amyl Acetate	293.15	-	1.348	[128]
Amyl Acetate	298.15	-	1.667	[128]
Amyl Acetate	303.15	-	2.052	[128]
Amyl Acetate	308.15	-	2.519	[128]
Amyl Acetate	313.15	-	3.073	[128]
Amyl Acetate	318.15	-	3.683	[128]
Amyl Acetate	323.15	-	4.413	[128]
Butyl acetate	278.15	-	1.164	[128]
Butyl acetate	283.15	-	1.463	[128]
Butyl acetate	288.15	-	1.738	[128]
Butyl acetate	293.15	-	2.138	[128]
Butyl acetate	298.15	-	2.506	[128]
Butyl acetate	303.15	-	3.06	[128]
Butyl acetate	308.15	-	3.746	[128]
Butyl acetate	313.15	-	4.397	[128]
Butyl acetate	318.15	-	5.305	[128]
Butyl acetate	323.15	-	6.277	[128]
Dimethyl sulfoxide	293.15	-	176.7	[128]
Dimethyl sulfoxide	298.15	-	213.2	[128]
Dimethyl sulfoxide	303.15	-	251.7	[128]
Dimethyl sulfoxide	308.15	-	296.2	[128]
Dimethyl sulfoxide	313.15	-	347.6	[128]
Dimethyl sulfoxide	318.15	-	408.6	[128]
Dimethyl sulfoxide	323.15	-	478.0	[128]
Dimethylacetamide	278.15	-	211.0	[128]
Dimethylacetamide	283.15	-	227.1	[128]
Dimethylacetamide	288.15	-	250.7	[128]
Dimethylacetamide	293.15	-	274.3	[128]
Dimethylacetamide	298.15	-	298.5	[128]
Dimethylacetamide	303.15	-	321.1	[128]
Dimethylacetamide	308.15	-	351.6	[128]
Dimethylacetamide	313.15	-	379.6	[128]
Dimethylacetamide	318.15	-	414.6	[128]
Dimethylacetamide	323.15	-	449.9	[128]
Dimethylformamide	278.15	-	73.37	[126]
Dimethylformamide	278.15	-	72.43	[127]
Dimethylformamide	283.15	-	78.33	[126]
Dimethylformamide	283.15	-	76.24	[127]
Dimethylformamide	288.15	-	83.8	[126]
Dimethylformamide	288.15	-	79.93	[127]
Dimethylformamide	293.15	-	89.1	[126]
Dimethylformamide	293.15	-	84.44	[127]
Dimethylformamide	298.15	-	94.75	[126]
Dimethylformamide	298.15	-	88.99	[127]
Dimethylformamide	303.15	-	100.5	[126]
Dimethylformamide	303.15	-	93.94	[127]
Dimethylformamide	308.15	-	106.1	[126]
Dimethylformamide	308.15	-	99.31	[127]
Dimethylformamide	313.15	-	112.1	[126]
Dimethylformamide	318.15	-	118.0	[126]
Ethanol	278.15	-	1.321	[125]
Ethanol	278.15	-	1.427	[126]
Ethanol	278.15	-	0.8626	[127]
Ethanol	283.15	-	1.975	[125]
Ethanol	283.15	-	1.9	[126]
Ethanol	283.15	-	1.14	[127]
Ethanol	288.15	-	2.683	[125]
Ethanol	288.15	-	2.45	[126]
Ethanol	288.15	-	1.43	[127]
Ethanol	293.15	-	3.229	[125]
Ethanol	293.15	-	3.16	[126]
Ethanol	293.15	-	1.751	[127]
Ethanol	298.15	-	3.833	[125]
Ethanol	298.15	-	4.034	[126]
Ethanol	298.15	-	2.153	[127]
Ethanol	303.15	-	5.247	[125]
Ethanol	303.15	-	5.037	[126]
Ethanol	303.15	-	2.582	[127]
Ethanol	308.15	-	6.614	[125]
Ethanol	308.15	-	6.37	[126]
Ethanol	308.15	-	3.112	[127]
Ethanol	313.15	-	8.168	[125]
Ethanol	313.15	-	7.947	[126]
Ethanol	313.15	-	3.852	[127]
Ethanol	318.15	-	10.48	[125]
Ethanol	318.15	-	9.985	[126]
Ethanol	318.15	-	4.739	[127]
Ethyl acetate	278.15	-	2.955	[125]
Ethyl acetate	278.15	-	1.281	[127]
Ethyl acetate	283.15	-	3.535	[125]
Ethyl acetate	283.15	-	1.686	[127]
Ethyl acetate	288.15	-	3.724	[125]
Ethyl acetate	288.15	-	2.1	[127]
Ethyl acetate	293.15	-	4.73	[125]
Ethyl acetate	293.15	-	2.528	[127]
Ethyl acetate	298.15	-	5.691	[125]
Ethyl acetate	298.15	-	3.13	[127]
Ethyl acetate	303.15	-	6.841	[125]
Ethyl acetate	303.15	-	3.76	[127]
Ethyl acetate	308.15	-	8.427	[125]
Ethyl acetate	308.15	-	4.426	[127]
Ethyl acetate	313.15	-	10.16	[125]
Ethyl acetate	313.15	-	5.266	[127]
Ethyl acetate	318.15	-	12.14	[125]
Ethyl acetate	318.15	-	6.138	[127]
Ethyl formate	278.15	-	3.84	[125]
Ethyl formate	283.15	-	4.403	[125]
Ethyl formate	288.15	-	5.403	[125]
Ethyl formate	293.15	-	6.432	[125]
Ethyl formate	298.15	-	7.476	[125]
Ethyl formate	303.15	-	8.748	[125]
Ethyl formate	308.15	-	11.43	[125]
Ethyl formate	313.15	-	14.97	[125]
Ethyl formate	318.15	-	16.97	[125]
Isobutanol	278.15	-	0.7018	[125]
Isobutanol	283.15	-	0.9312	[125]
Isobutanol	288.15	-	1.172	[125]
Isobutanol	293.15	-	1.645	[125]
Isobutanol	298.15	-	1.981	[125]
Isobutanol	303.15	-	2.483	[125]
Isobutanol	308.15	-	3.588	[125]
Isobutanol	313.15	-	4.36	[125]
Isobutanol	318.15	-	5.319	[125]
Isopropanol	278.15	-	0.6371	[125]
Isopropanol	278.15	-	0.588	[126]
Isopropanol	278.15	-	0.316	[127]
Isopropanol	283.15	-	0.8946	[125]
Isopropanol	283.15	-	0.7898	[126]
Isopropanol	283.15	-	0.4431	[127]
Isopropanol	288.15	-	1.075	[125]
Isopropanol	288.15	-	1.06	[126]
Isopropanol	288.15	-	0.5725	[127]
Isopropanol	293.15	-	1.286	[125]
Isopropanol	293.15	-	1.418	[126]
Isopropanol	293.15	-	0.7291	[127]
Isopropanol	298.15	-	1.96	[125]
Isopropanol	298.15	-	1.859	[126]
Isopropanol	298.15	-	0.8838	[127]
Isopropanol	303.15	-	2.403	[125]
Isopropanol	303.15	-	2.449	[126]
Isopropanol	303.15	-	1.062	[127]
Isopropanol	308.15	-	3.359	[125]
Isopropanol	308.15	-	3.147	[126]
Isopropanol	308.15	-	1.302	[127]
Isopropanol	313.15	-	4.237	[125]
Isopropanol	313.15	-	4.117	[126]
Isopropanol	313.15	-	1.578	[127]
Isopropanol	318.15	-	5.478	[125]
Isopropanol	318.15	-	5.211	[126]
Isopropanol	318.15	-	1.964	[127]
Methanol	278.15	-	3.363	[125]
Methanol	278.15	-	1.126	[127]
Methanol	283.15	-	4.502	[125]
Methanol	283.15	-	1.425	[127]
Methanol	288.15	-	5.59	[125]
Methanol	288.15	-	1.774	[127]
Methanol	293.15	-	7.029	[125]
Methanol	293.15	-	2.151	[127]
Methanol	298.15	-	7.712	[125]
Methanol	298.15	-	2.592	[127]
Methanol	303.15	-	9.879	[125]
Methanol	303.15	-	3.081	[127]
Methanol	308.15	-	13.04	[125]
Methanol	308.15	-	3.686	[127]
Methanol	313.15	-	15.87	[125]
Methanol	313.15	-	4.54	[127]
Methanol	318.15	-	20.39	[125]
Methanol	318.15	-	5.594	[127]
Methyl acetate	278.15	-	3.918	[125]
Methyl acetate	278.15	-	4.455	[128]
Methyl acetate	283.15	-	4.84	[125]
Methyl acetate	283.15	-	5.53	[128]
Methyl acetate	288.15	-	6.156	[125]
Methyl acetate	288.15	-	6.551	[128]
Methyl acetate	293.15	-	7.243	[125]
Methyl acetate	293.15	-	7.857	[128]
Methyl acetate	298.15	-	9.04	[125]
Methyl acetate	298.15	-	9.374	[128]
Methyl acetate	303.15	-	10.43	[125]
Methyl acetate	303.15	-	11.28	[128]
Methyl acetate	308.15	-	13.18	[125]
Methyl acetate	308.15	-	13.37	[128]
Methyl acetate	313.15	-	15.66	[125]
Methyl acetate	313.15	-	15.87	[128]
Methyl acetate	318.15	-	18.41	[125]
Methyl acetate	318.15	-	18.97	[128]
Methyl acetate	323.15	-	22.93	[128]
Methyl ethyl ketone	278.15	-	8.94	[127]
Methyl ethyl ketone	283.15	-	9.489	[127]
Methyl ethyl ketone	288.15	-	10.12	[127]
Methyl ethyl ketone	293.15	-	10.8	[127]
Methyl ethyl ketone	298.15	-	11.6	[127]
Methyl ethyl ketone	303.15	-	12.49	[127]
Methyl ethyl ketone	308.15	-	13.5	[127]
Methyl ethyl ketone	313.15	-	14.69	[127]
Methyl ethyl ketone	318.15	-	15.82	[127]
N-Methyl-2-pyrrolidone	278.15	-	75.18	[126]
N-Methyl-2-pyrrolidone	278.15	-	70.69	[127]
N-Methyl-2-pyrrolidone	283.15	-	86.09	[126]
N-Methyl-2-pyrrolidone	283.15	-	80.94	[127]
N-Methyl-2-pyrrolidone	288.15	-	97.47	[126]
N-Methyl-2-pyrrolidone	288.15	-	91.67	[127]
N-Methyl-2-pyrrolidone	293.15	-	109.9	[126]
N-Methyl-2-pyrrolidone	293.15	-	102.4	[127]
N-Methyl-2-pyrrolidone	298.15	-	124.2	[126]
N-Methyl-2-pyrrolidone	298.15	-	114.9	[127]
N-Methyl-2-pyrrolidone	303.15	-	138.6	[126]
N-Methyl-2-pyrrolidone	303.15	-	127.1	[127]
N-Methyl-2-pyrrolidone	308.15	-	155.9	[126]
N-Methyl-2-pyrrolidone	308.15	-	140.1	[127]
N-Methyl-2-pyrrolidone	313.15	-	174.1	[126]
N-Methyl-2-pyrrolidone	313.15	-	156.2	[127]
N-Methyl-2-pyrrolidone	318.15	-	193.3	[126]
N-Methyl-2-pyrrolidone	318.15	-	172.2	[127]
Propyl acetate	278.15	-	1.474	[128]
Propyl acetate	283.15	-	1.803	[128]
Propyl acetate	288.15	-	2.282	[128]
Propyl acetate	293.15	-	2.851	[128]
Propyl acetate	298.15	-	3.443	[128]
Propyl acetate	303.15	-	4.141	[128]
Propyl acetate	308.15	-	4.979	[128]
Propyl acetate	313.15	-	5.877	[128]
Propyl acetate	318.15	-	7.271	[128]
Propyl acetate	323.15	-	8.526	[128]
Toluene	278.15	-	0.0389	[127]
Toluene	283.15	-	0.0536	[127]
Toluene	288.15	-	0.0741	[127]
Toluene	293.15	-	0.1	[127]
Toluene	298.15	-	0.126	[127]
Toluene	303.15	-	0.16	[127]
Toluene	308.15	-	0.197	[127]
Toluene	313.15	-	0.248	[127]
Toluene	318.15	-	0.3098	[127]
Water	278.15	-	0.0097	[126]
Water	283.15	-	0.0149	[126]
Water	288.15	-	0.0206	[126]
Water	293.15	-	0.0302	[126]
Water	298.15	-	0.04243	[126]
Water	303.15	-	0.0603	[126]
Water	308.15	-	0.08332	[126]
Water	313.15	-	0.1163	[126]
Water	318.15	-	0.1549	[126]
isopropyl acetate	278.15	-	0.9014	[125]
isopropyl acetate	283.15	-	1.151	[125]
isopropyl acetate	288.15	-	1.51	[125]
isopropyl acetate	293.15	-	2.378	[125]
isopropyl acetate	298.15	-	2.825	[125]
isopropyl acetate	303.15	-	3.84	[125]
isopropyl acetate	308.15	-	4.961	[125]
isopropyl acetate	313.15	-	6.271	[125]
isopropyl acetate	318.15	-	8.122	[125]

Molecule 3D descriptors

Descriptor	Value
PMI1	756.8292
PMI2	4619.1071
PMI3	4916.8605
NPR1	0.1539
NPR2	0.9394
RadiusOfGyration	4.0529
InertialShapeFactor	0.0012
Eccentricity	0.9881
Asphericity	0.6100
SpherocityIndex	0.1504
PBF	0.8075