Compound: benzocaine
SMILES: O=C(OCC)c1ccc(N)cc1
InChIKey: BLFLLBZGZJTVJG-UHFFFAOYSA-N
Synonyms: benzocaine, Ethyl 4-aminobenzoate, 94-09-7, Ethyl p-aminobenzoate, Parathesin, Norcaine, Americaine, Anaesthesin, Ethyl aminobenzoate, 4-Aminobenzoic acid ethyl ester, Parathesine, Topcaine, Anesthesin, Anesthone, Hurricaine, Norcain, Orthesin, Anaesthin, Anesthesine, Dermoplast, Identhesin, Amben ethyl ester, p-Carbethoxyaniline, Baby Anbesol, Anaesthan-syngala, Ora-jel, Solu H, 4-Carbethoxyaniline, p-Ethoxycarboxylic aniline, Benzocaina, Benzocainum, Benzoic acid, 4-amino-, ethyl ester, p-(Ethoxycarbonyl)aniline, Ethyl PABA, 4-(Ethoxycarbonyl)aniline, Ethyl p-aminophenylcarboxylate, Anaesthesinum, Aethoform, p-Aminobenzoic acid ethyl ester, Chloraseptic, Ethylis aminobenzoas, Outgro, Flavamed, Subcutin, Ethylester kyseliny p-aminobenzoove, NSC-4688, U3RSY48JW5, NSC-41531, AR01, DTXSID8021804, CHEBI:116735, AR-01, DTXCID301804, 4-14-00-01129 (Beilstein Handbook Reference), NSC41531, Bensokain, Acetate, Benzocaine, Formate, Benzocaine, Hydrobromide, Benzocaine, Hydrochloride, 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benzocaine; camphor (natural); dimethicone; menthol; petrolatum, 202-303-5, Anbesol, Keloform, Anestezin, Ethoform, Benzoic acid, p-amino-, ethyl ester, 4-Aminobenzoic acid, ethyl ester, p-Aminobenzoic acid, ethyl ester, 4-amino-benzoic acid ethyl ester, ETHYL-P-AMINOBENZOATE, Ethoforme, MFCD00007892, dextran sulfates, 4-aminobenzoic acid-ethyl ester, Norcainum, ETHYL PARA-AMINO BENZOATE, CAS-94-09-7, NCGC00016352-01, Anestezin [Russian], Otocain, ETHYL4-AMINOBENZOATE, WLN: ZR DVO2, aniline, 4-ethoxycarbonyl-, Aethylium paraminobenzoicum, Benzocainum [INN-Latin], Benzocaina [INN-Spanish], Ethyl aminobenzoate (VAN), Caswell No. 430A, Finafta, Parathesin (TN), SMR000059025, HSDB 7225, Ethylester kyseliny p-aminobenzoove [Czech], Benzocaine (USP/INN), SR-05000001573, EINECS 202-303-5, NSC 41531, p-Aminobenzoic ethyl ester, UNII-U3RSY48JW5, EPA Pesticide Chemical Code 097001, BRN 0638434, Benzoak, Benzocaine [USP:INN:BAN], AI3-02081, Benzocaine CRS, Diet Ayds, Orabase-B, Prestwick_991, 4-carboethoxyaniline, ethyl 4aminobenzoate, ethyl 4-aminobenzate, ethyl 4-aminobezoate, Outgro (Salt/Mix), Anbesol (Salt/Mix), Vagisil (Salt/Mix), ethyl-4-aminobenzoate, p-ethoxycarbonylaniline, Benzocaine (Standard), 4-ethoxycarbonylaniline, Dextransulfatesodiumsalt, ethyl p-amino-benzoate, ethyl-p-amino-benzoate, Ethyl aminobenzoic acid, Cough-X (Salt/Mix), Spectrum_000074, Ethyl 4-amino-benzoate, BENZOCAINE [MI], ethyl 4-(amino)benzoate, BENZOCAINE [INN], Ethyl p-aminobenzoic acid, Prestwick0_000712, Prestwick1_000712, Prestwick2_000712, Prestwick3_000712, Spectrum2_000117, Spectrum3_000314, Spectrum4_000249, Spectrum5_000860, BENZOCAINE [HSDB], ethyl 4-aminobenzoic acid, BENZOCAINE [VANDF], Epitope ID:114084, BENZOCAINE [MART.], Auralgan component benzocaine, BENZOCAINE [USP-RS], BENZOCAINE [WHO-DD], BENZOCAINE [WHO-IP], SAMPL3, G4, Ethyl aminobenzoate (JP18), Oprea1_750694, Oprea1_827402, SCHEMBL25100, BSPBio_000923, BSPBio_001908, KBioGR_000658, KBioSS_000474, 4-(Ethoxycarbonyl)phenylamine, AE-562/40377256, MLS001331704, MLS002153970, DivK1c_000932, Ethyl 4-aminobenzoate, 98%, SPECTRUM1500139, (p-(Ethoxycarbonyl)phenylamine, Ethyl p-aminobenzenecarboxylate, SPBio_000134, SPBio_002844, BPBio1_001017, CHEMBL278172, orb1310164, orb3139336, SCHEMBL2453474, SCHEMBL6848539, Benzocaine, 1mg/ml in Methanol, Dextran Sulfate,from Leuconostoc, SCHEMBL25289477, Dextran sulfate sodium (DST-H), HMS502O14, HY-Y0258R, KBio1_000932, KBio2_000474, KBio2_003042, KBio2_005610, KBio3_001408, p-amino benzoic acid ethyl ester, 4-amino benzoic acid ethyl ester, BENZOCAINE [EP MONOGRAPH], ETHYL AMINOBENZOATE [JAN], MSK8036, NSC4688, Dextran sulfate sodium (KMDS-H), NINDS_000932, BDBM197282, BENZOCAINE [USP MONOGRAPH], Dextran sulfate sodium (DS-M-1), Ethyl 4-Aminobenzoate; Benzocaine, HMS1570O05, HMS1920G09, HMS2091M11, HMS2097O05, HMS2233H21, HMS3371D08, HMS3652H13, HMS3714O05, HMS3885B11, HMS5082F12, Pharmakon1600-01500139, BENZOCAINUM [WHO-IP LATIN], component of Tympagesic (Salt/Mix), CS-B0934, HY-Y0258, NSC 4688, RFC05461, STR01509, Tox21_110391, Tox21_301149, CCG-38918, EBC-13558, MFCD00081551, NSC755909, s4210, SBB028356, STK043620, AKOS000119763, Benzocaine 1.0 mg/ml in Acetonitrile, Tox21_110391_1, AC-8127, DB01086, NSC-755909, IDI1_000932, Benzocaine, purum, >=99.0% (HPLC), Benzocaine, tested according to Ph.Eur., NCGC00016352-02, NCGC00016352-03, NCGC00016352-04, NCGC00016352-07, NCGC00094598-01, NCGC00094598-02, NCGC00255047-01, DA-72708, Ethyl 4-aminobenzoate, 98.0-101.0%, SY078197, YD176024, SBI-0051293.P003, component of Solarcaine aerosol (Salt/Mix), Dextran sulfate sodium - MW 3000-6000, Dextran sulfate sodium salt, Mw ~ 8,000, Dextran sulfate sodium salt, Mw ~ 80000, A0271, AB00051923, NS00001814, ST45255315, SW197074-3, Dextran sulfate sodium salt, Mw ~ 500,000, EN300-16170, C07527, D00552, AB00051923_09, AB00051923_10, component of Anbesol maximum strength (Salt/Mix), AMINOBENZOIC ACID IMPURITY B [EP IMPURITY], F037356, Q422745, Ethyl 4-aminobenzoate, SAJ first grade, >=99.0%, SR-05000001573-1, SR-05000001573-3, BRD-K75466013-001-05-2, BRD-K75466013-001-08-6, BRD-K75466013-001-13-6, BRD-K75466013-001-14-4, Z54178706, F2190-0448, Benzocaine Working Standard (Secondary Reference Standard), Benzocaine, European Pharmacopoeia (EP) Reference Standard, Benzocaine, United States Pharmacopeia (USP) Reference Standard, Benzocaine, Pharmaceutical Secondary Standard; Certified Reference Material, Dextran sulfate sodium salt from Leuconostoc spp., average mol wt 9,000-20,000
Theoretical properties:
molecular_formula: C9H11NO2
molecular_weight: 165.19 g/mol
exact_mass: 165.078978594 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 12
topological_polar_surface_area: 52.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Rhombohedra from ether
color: Rhombohedra from ether
vapor_pressure: 2.6X10-4 mm Hg at 25 °C /Estimated/
Descriptions:
pubchem: Benzocaine is a benzoate ester having 4-aminobenzoic acid as the acid component and ethanol as the alcohol component. A surface anaesthetic, it is used to suppress the gag reflex, and as a lubricant and topical anaesthetic on the larynx, mouth, nasal cavity, respiratory tract, oesophagus, rectum, urinary tract, and vagina. It has a role as a sensitiser, a topical anaesthetic, an allergen and an antipruritic drug. It is a benzoate ester and a substituted aniline.
chebi: A benzoate ester having 4-aminobenzoic acid as the acid component and ethanol as the alcohol component. A surface anaesthetic, it is used to suppress the gag reflex, and as a lubricant and topical anaesthetic on the larynx, mouth, nasal cavity, respiratory tract, oesophagus, rectum, urinary tract, and vagina.
chembl: BENZOCAINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Benzocaine, sold under the brand name Orajel amongst others, is a local anesthetic, belonging to the amino ester drug class, commonly used as a topical painkiller or in cough drops. It is the active ingredient in many over-the-counter anesthetic ointments such as products for oral ulcers. It is combined with antipyrine to form A/B ear drops. In the US, products containing benzocaine for oral application are contraindicated in children younger than two years old.
It was first synthesised in 1890 in Germany and approved for medical use in 1902.