CAS Number94-09-7
SynonymsORTHESIN; Americaine; Ora-jel; ethyl 4-aminobenzene carboxylate; Anaesthesin; AETHOFORM; Benzocainum; Ethyl 4-aminobenzoate; ethyl ester of p-aminobenzoic acid; Benzocaine; Ethoform; 4-Aminobenzoic acid ethyl ester; Benzoic acid, 4-amino-, ethyl ester; Solu H; MFCD00007892; Euphagin; EINECS 202-303-5; 4-ethoxycarbonylaniline; Norcaine; 4-amino-benzoic acid ethyl ester; Norcain; Anaesthin; Anbesol; ethyl 4-amino-benzoate; p-aminobenzoic acid ethyl ester; Ethyl4-aminobenzoate
Molecular FormulaC9H11NO2
Molecular Weight165.19
Purity≥99 (HPLC)%
Density1.1±0.1 g/cm3
Boiling Point310.7±15.0 °C at 760 mmHg
Melting Point88-90 °C
Appearancepowder
EINECS202-303-5
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 94-09-7 |
| Catalog No. | 2A-9017838 |
| Chinese Name | 对氨基苯甲酸乙酯 |
| Synonyms | ORTHESIN; Americaine; Ora-jel; ethyl 4-aminobenzene carboxylate; Anaesthesin; AETHOFORM; Benzocainum; Ethyl 4-aminobenzoate; ethyl ester of p-aminobenzoic acid; Benzocaine; Ethoform; 4-Aminobenzoic acid ethyl ester; Benzoic acid, 4-amino-, ethyl ester; Solu H; MFCD00007892; Euphagin; EINECS 202-303-5; 4-ethoxycarbonylaniline; Norcaine; 4-amino-benzoic acid ethyl ester; Norcain; Anaesthin; Anbesol; ethyl 4-amino-benzoate; p-aminobenzoic acid ethyl ester; Ethyl4-aminobenzoate |
| Molecular Formula | C9H11NO2 |
| Molecular Weight | 165.19 |
| Purity | ≥99 (HPLC) |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 310.7±15.0 °C at 760 mmHg |
| Melting Point | 88-90 °C |
| Appearance | powder |
| Storage Condition | Store sealed and away from light. |
| Packaging | III |
| Application | Benzocaine, along with all other local anesthetics (LAs), acts as a coreceptor on voltage-gated Na+ channels with an IC50 value of 0.8 mM measured at +30 mV. |
| EINECS | 202-303-5 |
| HTC | 2922499990 |
| PubChem ID | 24894416 |
| MDL Number | MFCD00007892 |
| SMILES | CCOC(=O)c1ccc(N)cc1 |
| InChI | 1S/C9H11NO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3 |
| InChI Key | BLFLLBZGZJTVJG-UHFFFAOYSA-N |
| Beilstein/REAXYS | 638434 |
| NACRES Code | NA.25 |
| UNSPSC | 51271900 |
| MSDS | msds/17838_1_94_09_7.pdf |
| Bioactivity | Benzocaine shares a common receptor with all other local anesthetics (LAs) in the voltage-gated Na+ channel, with an IC50 of 0.8 mM tested with a potential of +30 mV. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Neurological Disease Target IC50: 0.8 mM (Na+ channel)[1]. In Vitro Benzocaine blocks μ1 wild-type Na+ currents in a dose-dependent Manner. The Benzocaine concentration that inhibits 50% of Na+ currents (IC50) is estimated to be about 0.8 mM when a test potential of +30 mV is applied. The slope of the h∞ curve is also significantly reduced by benzocaine (from 6.6 to 9.9 mV). Mutation of μ1-N1584A also significantly increases the potency of Benzocaine. At 1 mM, Benzocaine blocks about 55% of wild-type Na+ current but about 95% of μ1-N1584A mutant current. Benzocaine also appears to bind more strongly to its LA receptor in the N1584A mutant than in the wild type[1]. The inhibition of Ca2+ uptake occurres at lower Benzocaine concentration (IC50=40.3±1.2mM) than that affecting the enzymatic activity[2]. In Vivo A common Benzocaine-containing anesthetic is topically applied to the following species: dogs, domestic shorthair cats, Long-Evans rats, Sprague-Dawley rats, ferrets, rhesus monkeys, cynomolgus monkeys, owl monkeys, New Zealand White rabbits, miniature pigs, ICR mice, C3H mice, and C57BL/10SnJ mice. All animals, except mice and rats, receive a 2-second spray to the mucous membranes of the nasopharynx for an estimated dose of 56 mg. A 2-second spray to rodents' oral mucous membranes delivers too great a volume of fluid for these animals. The study is repeated in dogs several months later to confirm low response. Response to Benzocaine spray is observed in most animals tested, with response peaking between 15 and 30 minutes after dosing[3]. References [1]. Wang GK et al. A common local anesthetic receptor for benzocaine and etidocaine in voltage-gated mu1 Na+ channels. Pflugers Arch. 1998 Jan;435(2):293-302. [2]. Di Croce D et al. Drug action of benzocaine on the sarcoplasmic reticulum Ca-ATPase from fast-twitch skeletal muscle. Naunyn Schmiedebergs Arch Pharmacol. 2015 Nov;388(11):1163-70. [3]. Davis JA, et al. Benzocaine-induced methemoglobinemia attributed to topical application of the anesthetic in several laboratory animal species. Am J Vet Res. 1993 Aug;54(8):1322-6. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 310.7±15.0 °C at 760 mmHg Melting Point 88-90 °C Molecular Formula C9H11NO2 Molecular Weight 165.189 Flash Point 164.2±17.9 °C Exact Mass 165.078979 PSA 52.32000 LogP 1.95 Vapour Pressure 0.0±0.7 mmHg at 25°C Index of Refraction 1.555 InChIKey BLFLLBZGZJTVJG-UHFFFAOYSA-N SMILES CCOC(=O)c1ccc(N)cc1 Storage condition 0-6°C Stability Stable. Combustible. Incompatible with strong oxidizing agents. |
| Use of | Properties Articles92 Name benzocaine Synonym More Synonyms Benzocaine Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Neurological Disease References [1]. Wang GK et al. A common local anesthetic receptor for benzocaine and etidocaine in voltage-gated mu1 Na+ channels. Pflugers Arch. 1998 Jan;435(2):293-302. [2]. Di Croce D et al. Drug action of benzocaine on the sarcoplasmic reticulum Ca-ATPase from fast-twitch skeletal muscle. Naunyn Schmiedebergs Arch Pharmacol. 2015 Nov;388(11):1163-70. [3]. Davis JA, et al. Benzocaine-induced methemoglobinemia attributed to topical application of the anesthetic in several laboratory animal species. Am J Vet Res. 1993 Aug;54(8):1322-6. Chemical & Physical Properties Molecular Formula C9H11NO2 Exact Mass 165.078979 PSA 52.32000 Index of Refraction 1.555 InChIKey BLFLLBZGZJTVJG-UHFFFAOYSA-N Stability Stable. Combustible. Incompatible with strong oxidizing agents. |
| Tax Rebate | 9.0% |
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| Transport Info | Product name: Chemical name |
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