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Also known as: Ethyl 4-aminobenzoate, Ethyl p-aminobenzoate, Parathesin, Norcaine, Anesthesin, Parathesine
Molecular Formula
C9H11NO2
Molecular Weight
165.19  g/mol
InChI Key
BLFLLBZGZJTVJG-UHFFFAOYSA-N
FDA UNII
U3RSY48JW5

Preboost
A surface anesthetic that acts by preventing transmission of impulses along nerve fibers and at nerve endings.
Benzocaine is a Standardized Chemical Allergen. The physiologic effect of benzocaine is by means of Increased Histamine Release, and Cell-mediated Immunity.
1 2D Structure

Preboost

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
ethyl 4-aminobenzoate
2.1.2 InChI
InChI=1S/C9H11NO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3
2.1.3 InChI Key
BLFLLBZGZJTVJG-UHFFFAOYSA-N
2.2 Other Identifiers
2.2.1 UNII
U3RSY48JW5
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-aminobenzoic Acid Ethyl Ester

2. Acetate, Benzocaine

3. Americaine

4. Anaesthesin

5. Anesthesin

6. Bensokain

7. Benzocaine Acetate

8. Benzocaine Formate

9. Benzocaine Hydrobromide

10. Benzocaine Hydrochloride

11. Benzocaine Methanesulfonate

12. Ethoform

13. Ethyl Aminobenzoate

14. Formate, Benzocaine

15. Hydrobromide, Benzocaine

16. Hydrochloride, Benzocaine

17. Methanesulfonate, Benzocaine

2.3.2 Depositor-Supplied Synonyms

1. Ethyl 4-aminobenzoate

2. Ethyl P-aminobenzoate

3. Parathesin

4. Norcaine

5. Anesthesin

6. Parathesine

7. Amben Ethyl Ester

8. P-carbethoxyaniline

9. Anaesthin

10. Anesthesine

11. Dermoplast

12. Hurricaine

13. Identhesin

14. Norcain

15. Baby Anbesol

16. Anaesthan-syngala

17. Ora-jel

18. Benzocainum

19. Solu H

20. 4-carbethoxyaniline

21. P-ethoxycarboxylic Aniline

22. Benzocaina

23. P-(ethoxycarbonyl)aniline

24. Ethyl P-aminophenylcarboxylate

25. Ethyl Paba

26. 4-(ethoxycarbonyl)aniline

27. Anaesthesinum

28. Ethoforme

29. Norcainum

30. Ethylis Aminobenzoas

31. Otocain

32. Outgro

33. Aethylium Paraminobenzoicum

34. Subcutin

35. Caswell No. 430a

36. Benzocainum [inn-latin]

37. Benzocaina [inn-spanish]

38. Hsdb 7225

39. Chebi:116735

40. Unii-u3rsy48jw5

41. Nsc-4688

42. Einecs 202-303-5

43. U3rsy48jw5

44. Nsc 41531

45. Nsc-41531

46. Epa Pesticide Chemical Code 097001

47. Brn 0638434

48. Ar01

49. Dtxsid8021804

50. Ai3-02081

51. Ar-01

52. Benzocaine [usp:inn:ban]

53. Dtxcid301804

54. Bensokain

55. 4-14-00-01129 (beilstein Handbook Reference)

56. Nsc41531

57. Benzocainum (inn-latin)

58. Benzocaina (inn-spanish)

59. Benzocaine (mart.)

60. Benzocaine [mart.]

61. Benzocaine (usp-rs)

62. Benzocaine [usp-rs]

63. Benzocaine (usp:inn:ban)

64. Benzocaine (ep Monograph)

65. Benzocaine [ep Monograph]

66. Benzocaine (usp Monograph)

67. Benzocaine [usp Monograph]

68. Desensitizer

69. Anesgerm

70. Anestenka

71. Athoforme

72. Benzocain

73. Benzodent

74. Chiggerex

75. Goodwinol

76. Preboost

77. Stallion

78. Topexraspberry

79. Topexstrawberry

80. Topicale

81. Defend

82. Ioline

83. Iolite

84. Rexall

85. Topexcherry

86. Cainetips

87. Opahl

88. Topexmint

89. Ultracare

90. Neuromed

91. Baby Anestenka

92. Benzocaine Gel

93. Benzocaine Wipes

94. Chigger Relief

95. Climax Control

96. Lollicaine Mint

97. Stingx

98. Benzo-jelcherry

99. Brace Relief

100. Dental Relief

101. Finaftamultioral

102. Intimate Wipe

103. Pleasure Balm

104. Prolong Plus

105. Roman Swipes

106. Topexbubble Gum

107. Topicale Xtra

108. Benzo-jel

109. Gingicaine Gel

110. Neuromedfa

111. Allegenal-m

112. Alpha-caine

113. Benzo-jelmint

114. Chigg Away

115. Delay Creme

116. Instant Erection

117. Nene Dente

118. Precaine B

119. Zilactin-b

120. Topexpina Colada

121. Benzo Jel

122. Boil Ease

123. Prime-gel

124. Sting And Bite

125. Anal Blu

126. Franklynumb 1

127. Lollicaine Cherry

128. Salivacaine

129. Assist Ii

130. Benz O Sthetic

131. Gingicaine Fusion

132. Men Delay Wipe

133. Nbe Anbesol

134. Blistex Kank-eze

135. Hims Delay Wipes

136. Benzocaine 6%

137. Cream Desensitizer

138. Topical Anesthetic

139. Benzo-jelraspberry

140. Kank-amouth Pain

141. Anadent Kanka Gel

142. Anal Glide

143. Kank-a

144. Mouth Sore Relief

145. Xpect Sting Wipes

146. Benzocaine 10%

147. Benzocaine 20%

148. Benzocainecherry

149. Benzocainemint

150. Blistex Baby Kanka

151. Magic Stamina

152. Oral Pain Reliever

153. Olp Baby Teething

154. Ejectdelaygel

155. Myderm Bite Relief

156. Aethylis Aminobenzoas

157. Benzocaine 3.5%

158. Benzocaine 7.5%

159. Comfortox Benzocaine

160. Cvs Oral Anesthetic

161. Shungasensation Balm

162. Anesgerm La Muela

163. Benzo-jelbubble Gum

164. Mckesson Orasol Gel

165. Mark 3

166. Precaine B Bubblegum

167. Prolong

168. Realtree

169. Benzocaineraspberry

170. Benzo-jelpina Colada

171. Ky Duration For Him

172. Ky Duration For Men

173. Benzocaine 10.0%

174. Benzocaine 5.00%

175. Benzocaine-5.00%

176. Endless Lovefor Men

177. Family Wellnessregular

178. Iodent Oral Analgesic

179. Leader Oral Analgesic

180. Lollicaine Bubble Gum

181. Mouth Sore Medication

182. Ms Topical Anesthetic

183. Orajelmaximum Strength

184. Rexallmaximum Strength

185. Sheffield Pain Relief

186. Topical Anestheticmint

187. Walgreens Pain Relief

188. Benzocainestrawberry

189. Endless Love For Men

190. Oral Pain Relief Gel

191. Anestesico Topical Gel

192. Bite And Sting Relief

193. Desensitizing Lubricant

194. Ez Access

195. Gps Topical Anesthetic

196. Lollicaine Pina Colada

197. Nrg Topical Anesthetic

198. Promescent Delay Wipes

199. Stay Hard

200. Anal-ese

201. Anbesolmaximum Strength

202. Benzo-jelstrawberry

203. Red Cross Canker Sore

204. Sta-hard

205. Sting Relief Prep Pad

206. Topcaremaximum Strength

207. Benzocainebubble Gum

208. Bite Reliefscherer Labs

209. Chiggerex 2x Medicated

210. Gingicaine Gel, Cherry

211. Makesensepain Relief

212. Climax Controlbenzocaine

213. Topical Anestheticbanana

214. Topical Anestheticcherry

215. Pleasure Balmkama Sutra

216. Benzocainepina Colada

217. Equate Oral Pain Relief

218. Optimum Rock Hard Cream

219. Primo Topical Anesthetic

220. Trojan Extended Pleasure

221. Walgreensmaximum Strength

222. Warrior Chiggerex Relief

223. Chigger Reliefevora Labs

224. Ombre Men Overtime Wipes

225. Oral Gelmaximum Strength

226. Ultracare Anesthetic Gel

227. Atopalm Oral Pain Relief

228. Gelato Topical Anesthetic

229. Gingicaine Gel Strawberry

230. Ismile Topical Anesthetic

231. Jianze Sting Relief Pads

232. Tokisansore Throat Relief

233. Topcare Oral Pain Relief

234. Bite And Sting Reliefgnp

235. 20/20topical Anesthetic

236. Gingicaine Liquid, Cherry

237. Good Neighbor Pain Relief

238. Gumnumb Topical Anesthetic

239. Precaine B Chocolate Mint

240. Terrasil Boil Pain Relief

241. Topical Anestheticraspberry

242. Ultimate Erection Enhancer

243. Massage Men Gel Max Size

244. Massage Men Gel Max Time

245. Tanac Oral Pain Reliever

246. Burkhart Topical Anesthetic

247. Dentek Instant Pain Relief

248. Gingicaine Gel Variety Pak

249. Goodsense Oral Pain Relief

250. Orajel Instant Pain Relief

251. Purelife Topical Anesthetic

252. Massage Men Gel Max Delay

253. Massage Men Gel Max Power

254. Topical Anestheticstrawberry

255. Bactimicina For Sore Throat

256. Dzeus Climax Control Wipes

257. Eclipse Topical Analgesicfa

258. Hurricainetopical Anesthetic

259. Gingicaine Gel, Mint Julep

260. Oral B Instant Pain Relief

261. Oralabs Cold Sore Treatment

262. Red Cross Oral Pain Relief

263. Topical Anestheticbubble Gum

264. Blt 1

265. Bencocaine Topical Anesthetic

266. Benzocaine Topical Anesthetic

267. Budpak Oral Maximum Strength

268. Cvs Pharmacymaximum Strength

269. Gingicaine Gel Banana Flavor

270. Gingicaine Gel, Pina Colada

271. Jo Prolonger With Benzocaine

272. Mouth Sore Relief Applicator

273. Precaine B Chocolate Vanilla

274. Quala Topical Anesthetic Gel

275. Alpha-cainetopical Anesthetic

276. Rite Aidprofessional Strength

277. Topical Anestheticpina Colada

278. Vistacaine Topical Anesthetic

279. Certus Sting Relief Prep Pad

280. Gelato Anestesico Topical Gel

281. Health-tec Topical Anesthetic

282. Makesensejunior Pain Relief

283. Sorbet Anestesico Topical Gel

284. Family Dollaroral Pain Relief

285. Gingicaine Gel, Cherry Flavor

286. Lubelife Climax Control Delay

287. Male Desensitizerpleasure Balm

288. Advance Topical Anesthetic Gel

289. Chloraseptic Warming Green Tea

290. Cvs Fast Acting Baby Teething

291. Dental City Topical Anesthetic

292. Ipana 20% Benzocaine Topical

293. Comfortcaine Topical Anesthetic

294. Mint Rx Endurance Wipes

295. Shungamale Genital Desensitizer

296. Candee Caine Topical Anesthetic

297. Gingicaine Gel, Chocolate Mint

298. Intimale Benzocaine Delay Gel

299. Lights Sting Relief Prep Pad

300. Kolorz Topical Anesthetic

301. Magic Stamina Climax Control

302. Chloraseptic Warming Honey Lemon

303. Gingicaine Gel Strawberry Flavor

304. Hurricainetopical Anesthetic Gel

305. Midway Select Topical Anesthetic

306. Scotts Select Topical Anesthetic

307. Zip Topical Anesthetic Gel Mint

308. Boy Butterdesensitizing Lubricant

309. Gingicaine Liquid, Cherry Flavor

310. Mandelaymale Genital Desensitizer

311. My Fair Babyinstant Pain Relief

312. Sally Hansen Ouch-reliefwax Kit

313. Baby Teething Oral Pain Reliever

314. C05ad03

315. Cvs Maximum Strength Boil Relief

316. D04ab04

317. Leader Oral Pain Reliefanesthetic

318. N01ba05

319. Orajel Instant Pain Reliefregular

320. R02ad01

321. Assist Iianorectal (hemorrhoidal)

322. Astra-dent Topical Anesthetic Gel

323. Monistat Care Instant Itch Relief

324. Walgreenssevere Oral Pain Reliever

325. Hurricainetopical Anesthetic Liquid

326. Patterson Dental Topical Anesthetic

327. Walgreens Pain Relieving For Boils

328. Adventure Medical Kits Dental Medic

329. Anesgerm La Muelafast Pain Relief

330. Bite And Sting Reliefsignature Care

331. Dermawound Wound Care Venous Stasis

332. Gingicaine Gel, Mint Julep Flabvor

333. Gingicaine Gel, Pina Colada Flavor

334. Tiger Supply Inc Topical Anesthetic

335. Ultracareoral Anesthetic Bubble Gum

336. Ultracareoral Anesthetic Walterberry

337. Goyescas 7 Syrupssore Throat Relief

338. Orajel For Toothachemaximum Strength

339. Powerect Benzocaine Male Delay Gel

340. Rite Aid Tooth And Gum Pain Relief

341. Top Quality Mfg. Topical Anesthetic

342. Gingicaine Gel, Cotton Candy Flavor

343. Onetouch Revolutiontopical Anesthetic

344. Sensicaine Tm Extratopical Anesthetic

345. Signature Care Bite And Sting Relief

346. Ultracareoral Anesthetic Orange Cream

347. Zip Topical Anesthetic Gel Strawberry

348. Gingicaine Gel, Chocolate Mint Flavor

349. Mouth Sore Reliefprofessional Strength

350. Sally Hansen Ouch-reliefwax Strip Kit

351. Bite And Sting Reliefwell At Walgreens

352. Goyescas Broncovac 5sore Throat Relief

353. Sally Hansen Ouch-relief Numbing Wipes

354. Budpak Baby Teething Oral Pain Reliever

355. Sally Hansen Ouch-relief Wax Strip Kit

356. Smartpractice Topical Anesthetic Gelmint

357. Bite And Sting Medicated Relief Padscvs

358. Boy Butterextreme Desensitizing Lubricant

359. Topcare Oral Pain Reliefmaximum Strength

360. Body Action Products Anal Glide Extra

361. Herbasoul Male Genital Desensitizer Cream

362. My Fair Baby Oral Gelinstant Pain Relief

363. Smartpractice Topical Anesthetic Gelcherry

364. Dentek Instant Pain Reliefmaximum Strength

365. Kolorz Topical Anestheticpina Colada

366. Kolorz Topical Anesthetictriple Mint

367. 7 Select Oral Pain Maximum Strength Relief

368. Body Action Products Butt Eze Benzocaine

369. Body Action Products Climax Control Gel

370. Body Action Products Prolong Lubricating

371. Kolorz Topical Anestheticcherry Burst

372. Kolorz Topical Anestheticcotton Candy

373. Little Colds Sore Throat Relief Melt Aways

374. Rite Aid Tooth And Gum Pain Reliefcushions

375. Skins Delay Climax Control Benzocaine Gel

376. Winco Foods Maximum Strength Oral Analgesic

377. Kolorz Topical Anestheticblue Rasberry

378. Rite Aid Liquid Anesthetic Oral Pain Relief

379. Smartpractice Topical Anesthetic Gelraspberry

380. Body Action Products Endless Love For Men

381. Boy Butterextreme H2o Desensitizing Lubricant

382. Carmex Cold Sore Treatment External Analgesic

383. Safco Sensicaine Ultra Topical Anesthetic Gel

384. Smartpractice Topical Anesthetic Gelbubble Gum

385. Smartpractice Topical Anesthetic Gelstrawberry

386. Smartpractice Topical Anesthetic Gelpina Colada

387. Higher Control Male Climax Control Lubricating

388. Sally Hansen Ouch-relief Stripless Hard Wax Kit

389. Body Action Products Higher Control Male Climax

390. Quality Choice Maximum Strength Oral Pain Relieving

391. Sally Hansen Microwavable Eybrow, Face And Lip Wax Kit

392. Orajel Severe Toothachemaximum Strength Fast-acting Formula

393. 202-303-5

394. 94-09-7

395. Ethyl Aminobenzoate

396. Americaine

397. Anaesthesin

398. 4-aminobenzoic Acid Ethyl Ester

399. Ethoform

400. Topcaine

401. Dextran Sulfate Sodium

402. Anestezin

403. Anesthone

404. Keloform

405. Orthesin

406. Benzoic Acid, 4-amino-, Ethyl Ester

407. Aethoform

408. P-aminobenzoic Acid Ethyl Ester

409. Benzoic Acid, P-amino-, Ethyl Ester

410. 4-aminobenzoic Acid, Ethyl Ester

411. Ethylester Kyseliny P-aminobenzoove

412. Dextran Sulfate

413. Flavamed

414. P-aminobenzoic Acid, Ethyl Ester

415. 4-amino-benzoic Acid Ethyl Ester

416. Ethyl-p-aminobenzoate

417. Mfcd00007892

418. Dextran Sulfate Sodium Salt

419. Dextran Sulfates

420. 4-aminobenzoic Acid-ethyl Ester

421. Dextran, Hydrogen Sulfate, Sodium Salt

422. Cas-94-09-7

423. Ncgc00016352-01

424. Anestezin [russian]

425. Chloraseptic

426. Ethyl4-aminobenzoate

427. Wln: Zr Dvo2

428. Aniline, 4-ethoxycarbonyl-

429. Ethyl Aminobenzoate (van)

430. Finafta

431. Parathesin (tn)

432. Smr000059025

433. Ethylester Kyseliny P-aminobenzoove [czech]

434. Benzocaine (usp/inn)

435. Sr-05000001573

436. P-aminobenzoic Ethyl Ester

437. Benzoak

438. Vagisil

439. Diet Ayds

440. Orabase-b

441. Prestwick_991

442. 4-carboethoxyaniline

443. Ethyl 4aminobenzoate

444. Ethyl 4-aminobenzate

445. Ethyl 4-aminobezoate

446. Outgro (salt/mix)

447. Anbesol (salt/mix)

448. Vagisil (salt/mix)

449. Ethyl-4-aminobenzoate

450. P-ethoxycarbonylaniline

451. Benzocaine (standard)

452. 4-ethoxycarbonylaniline

453. Dextransulfatesodiumsalt

454. Ethyl P-amino-benzoate

455. Ethyl-p-amino-benzoate

456. Ethyl Aminobenzoic Acid

457. Cough-x (salt/mix)

458. Spectrum_000074

459. Ethyl 4-amino-benzoate

460. Benzocaine [mi]

461. Ethyl 4-(amino)benzoate

462. Benzocaine [inn]

463. Ethyl P-aminobenzoic Acid

464. Prestwick0_000712

465. Prestwick1_000712

466. Prestwick2_000712

467. Prestwick3_000712

468. Spectrum2_000117

469. Spectrum3_000314

470. Spectrum4_000249

471. Spectrum5_000860

472. Benzocaine [hsdb]

473. Ethyl 4-aminobenzoic Acid

474. Benzocaine [vandf]

475. Epitope Id:114084

476. Benzocaine [who-dd]

477. Benzocaine [who-ip]

478. Sampl3, G4

479. Ethyl Aminobenzoate (jp18)

480. Oprea1_750694

481. Oprea1_827402

482. Schembl25100

483. Bspbio_000923

484. Bspbio_001908

485. Kbiogr_000658

486. Kbioss_000474

487. 4-(ethoxycarbonyl)phenylamine

488. Ae-562/40377256

489. Mls001331704

490. Mls002153970

491. Divk1c_000932

492. Ethyl 4-aminobenzoate, 98%

493. Spectrum1500139

494. (p-(ethoxycarbonyl)phenylamine

495. Ethyl P-aminobenzenecarboxylate

496. Spbio_000134

497. Spbio_002844

498. Bpbio1_001017

499. Chembl278172

500. Schembl2453474

501. Schembl6848539

502. Benzocaine, 1mg/ml In Methanol

503. Dextran Sulfate,from Leuconostoc

504. Schembl25289477

505. Dextran Sulfate Sodium (dst-h)

506. Ethyl Para-amino Benzoate

507. Hms502o14

508. Hy-y0258r

509. Kbio1_000932

510. Kbio2_000474

511. Kbio2_003042

512. Kbio2_005610

513. Kbio3_001408

514. P-amino Benzoic Acid Ethyl Ester

515. 4-amino Benzoic Acid Ethyl Ester

516. Ethyl Aminobenzoate [jan]

517. Msk8036

518. Nsc4688

519. Dextran Sulfate Sodium (kmds-h)

520. Ninds_000932

521. Bdbm197282

522. Dextran Sulfate Sodium (ds-m-1)

523. Hms1570o05

524. Hms1920g09

525. Hms2091m11

526. Hms2097o05

527. Hms2233h21

528. Hms3371d08

529. Hms3652h13

530. Hms3714o05

531. Hms3885b11

532. Hms5082f12

533. Pharmakon1600-01500139

534. Benzocainum [who-ip Latin]

535. Component Of Tympagesic (salt/mix)

536. Cs-b0934

537. Hy-y0258

538. Rfc05461

539. Str01509

540. Tox21_110391

541. Tox21_301149

542. Ccg-38918

543. Nsc755909

544. S4210

545. Sbb028356

546. Stk043620

547. Akos000119763

548. Benzocaine 1.0 Mg/ml In Acetonitrile

549. Tox21_110391_1

550. Ac-8127

551. Db01086

552. Nsc-755909

553. Idi1_000932

554. Benzocaine, Purum, >=99.0% (hplc)

555. Benzocaine, Tested According To Ph.eur.

556. Ncgc00016352-02

557. Ncgc00016352-03

558. Ncgc00016352-04

559. Ncgc00016352-07

560. Ncgc00094598-01

561. Ncgc00094598-02

562. Ncgc00255047-01

563. Da-72708

564. Ethyl 4-aminobenzoate, 98.0-101.0%

565. Sbi-0051293.p003

566. Component Of Solarcaine Aerosol (salt/mix)

567. Dextran Sulfate Sodium Salt, Mw ~ 8,000

568. Dextran Sulfate Sodium Salt, Mw ~ 80000

569. A0271

570. Ab00051923

571. Ns00001814

572. St45255315

573. Sw197074-3

574. Dextran Sulfate Sodium Salt, Mw ~ 500,000

575. En300-16170

576. C07527

577. D00552

578. Ab00051923_09

579. Ab00051923_10

580. Component Of Anbesol Maximum Strength (salt/mix)

581. A860898

582. A930377

583. Aminobenzoic Acid Impurity B [ep Impurity]

584. Q422745

585. Ethyl 4-aminobenzoate, Saj First Grade, >=99.0%

586. Sr-05000001573-1

587. Sr-05000001573-3

588. Brd-k75466013-001-05-2

589. Brd-k75466013-001-08-6

590. Brd-k75466013-001-13-6

591. Brd-k75466013-001-14-4

592. Z54178706

593. F2190-0448

594. Benzocaine, European Pharmacopoeia (ep) Reference Standard

595. Benzocaine, United States Pharmacopeia (usp) Reference Standard

596. Benzocaine, Pharmaceutical Secondary Standard; Certified Reference Material

597. Dextran Sulfate Sodium Salt From Leuconostoc Spp., Average Mol Wt 9,000-20,000

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 165.19 g/mol
Molecular Formula C9H11NO2
XLogP31.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area52.3
Heavy Atom Count12
Formal Charge0
Complexity151
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Indicated for the relief of: canker sores, cold sores, or fever blisters: benzocaine (gel and topical solution); gingival or oral mucosal pain (i.e., pain caused by mouth or gum irritation, inflammation, lesions, or minor dental procedures): benzocaine (gel, dental paste, lozenges, and topical solution); dental prosthetic pain (i.e., pain or irritation caused by dentures or other dental or orthodontic appliances): benzocaine (dental paste, gel ointment, and topical solution); teething pain: benzocaine (7.5% and 10% gel); and toothache: benzocaine (10% and 20% gel and topical solution).

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 153


Indicated to suppress the gag reflex and/or other laryngeal and esophageal reflexes to facilitate dental examination or procedures (including oral surgery), endoscopy, or intubation: benzocaine (gel, topical aerosol, and topical solution). /Included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 153


Indicated to provide topical anesthesia of accessible mucous membranes prior to examination, endoscopy or instrumentation, or other procedures involving the: esophagus: benzocaine (gel and topical solution)); larynx: benzocaine (gel and topical solution); mouth, In dental procedures and oral surgery: benzocaine (gel, topical aerosol, and topical solution); nasal cavity: benzocaine (gel); pharynx or throat: benzocaine (gel, topical aerosol, and topical solution); rectum: benzocaine (gel); respiratory tract or trachea: benzocaine (gel, topical aerosol, and topical solution); urinary tract: benzocaine (gel); and vagina: benzocaine (gel).

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 153


Anesthetic (local).

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 186


(VET): Local (usually surface) anesthetic.

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 186


4.2 Drug Warning

Infants and the elderly were more likely to develop toxic methemoglobinemia after benzocaine exposure. Other risk factors included genetic reductase deficiencies, exposure to high doses of anesthetic, and presence of denuded skin and mucous membranes. Because of the potential for severe complications, methemoglobinemia should be corrected promptly in compromised patients and those with toxic benzocaine concentrations. The possibility of masking symptoms during general anesthesia carries special risk of use of this agent in the preanesthesia setting.

PMID:8069004 Rodriguez LF et al; Ann Pharmacother 28 (5): 643-9 (1994)


Use of otic anesthetics may mask symptoms of a fulminating middle ear infection (acute otitis media). Otic solutions containing benzocaine should not be used in the presence of a perforated tympanic membrane.

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 2695


When applied topically as recommended, benzocaine is relatively nontoxic, however, sensitization may occur.

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 3411


When used as a male genital desensitizer, benzocaine generally does not adversely affect orgasm in female sexual partners and does not appear to anesthetize the clitoris or vagina.

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 3411


For more Drug Warnings (Complete) data for BENZOCAINE (9 total), please visit the HSDB record page.


4.3 Drug Indication

Benzocaine is indicated for local anesthesia in dentistry, minor trauma, and as preparation for infiltrative anesthesia. Benzocaine products are indicated for topical anesthesia in a wide variety of conditions including skin irritation, oral pain, and hemorrhoids.


Treatment of oropharyngeal pain



FDA-Approved Indications


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anesthetics, Local

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)


5.2 FDA Pharmacological Classification
5.2.1 Active Moiety
BENZOCAINE
5.2.2 FDA UNII
U3RSY48JW5
5.2.3 Pharmacological Classes
Allergens [CS]; Cell-mediated Immunity [PE]; Standardized Chemical Allergen [EPC]; Increased Histamine Release [PE]
5.3 ATC Code

C05AD03

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


N - Nervous system

N01 - Anesthetics

N01B - Anesthetics, local

N01BA - Esters of aminobenzoic acid

N01BA05 - Benzocaine


D - Dermatologicals

D04 - Antipruritics, incl. antihistamines, anesthetics, etc.

D04A - Antipruritics, incl. antihistamines, anesthetics, etc.

D04AB - Anesthetics for topical use

D04AB04 - Benzocaine


C - Cardiovascular system

C05 - Vasoprotectives

C05A - Agents for treatment of hemorrhoids and anal fissures for topical use

C05AD - Local anesthetics

C05AD03 - Benzocaine


R - Respiratory system

R02 - Throat preparations

R02A - Throat preparations

R02AD - Anesthetics, local

R02AD01 - Benzocaine


5.4 Absorption, Distribution and Excretion

Branchial and urinary elimination of benzocaine residues was evaluated in adult rainbow trout, Oncorhynchus mykiss, given a single dorsal aortic dose of 14(C)-benzocaine hydrochloride. Branchial elimination of benzocaine residues was rapid and accounted for 59.2% of the dose during the first 3 h after dosing. Renal elimination of radioactivity was considerably slower; the kidney excreted 2.7% dose within 3 h and 9.0% within 24 hr. Gallbladder bile contained 2.0% dose 24 hr after injection. Of the radioactivity in radiochromatograms from water taken 3 min after injection, 87.3% was benzocaine and 12.7% was N-acetylated benzocaine. After 60 min, 32.7% was benzocaine and 67.3% was N-acetylated benzocaine. Of the radioactivity in radiochromatograms from urine taken 1 hr after dosing, 7.6% was para-aminobenzoic acid, 59.7% was N-acetylated para-aminobenzoic acid, 19.5% was benzocaine, and 8.0% was N-acetylated benzocaine. The proportion of the radioactivity in urine changed with time so that by 20 hr, 1.0% was para-aminobenzoic acid and 96.6% was N-acetylated para-aminobenzoic acid. Benzocaine and a more hydrophobic metabolite, N-acetylated benzocaine, were eliminated primarily through the gills; renal and biliary pathways were less significant elimination routes for benzocaine residues.

PMID:1897251 Meinertz JR et al; Xenobiotica 21 (4): 525-33 (1991)


5.5 Metabolism/Metabolites

Benzocaine undergoes ester hydrolysis to form 4-aminobenzoic acid, acetylation to form acetylbenzocaine, or N-hydroxylation to form benzocaine hydroxide. 4-aminobenzoic acid can be acetylated or acetylbenzocaine can undergo ester hydrolysis to form 4-acetaminobenzoic acid.


The effect of dose and enzymatic inhibition on the percutaneous absorption and metabolism of benzocaine was studied in vitro in the hairless guinea pig. At the dose level of 2 ug/sq cm, benzocaine was rapidly absorbed and extensively metabolized (80%) by acetyltransferase. As the applied dose of benzocaine was increased to 40 and 200 ug/sq cm, N-acetylation of benzocaine decreased to 44 and 34%, respectively, suggesting saturation of the acetyltransferase system. Total 14(C) absorption after benzocaine application was not significantly different between control and enzyme-inhibited skin and therefore does not appear to be affected by the extent of benzocaine metabolism during percutaneous penetration. Skin provides a significant first-pass metabolic effect for therapeutic doses of percutaneously absorbed benzocaine, and the primary metabolite formed, acetylbenzocaine, is biologically active.

PMID:8737920 Kraeling ME et al; Skin Pharmacol 9 (3): 221-30 (1996)


Hepatic (to a lesser extent) and plasma via hydrolysis by cholinesterase. Excretion trhough urine (as metabolites) (L1861)


5.6 Mechanism of Action

Benzocaine diffuses into nerve cells where it binds to sodium channels, preventing the channels from opening, and blocking the influx of sodium ions. Nerve cells unable to allow sodium into cells cannot depolarize and conduct nerve impulses.


Benzocaine reversibly stabilizes the neuronal membrane with decreases its permeability to sodium ions. Depolarization of the neuronal membrane is inhibited thereby blocking the initiation and conduction of nerve impulses.

Physicians Desk Reference. 58th ed. Thomson PDR. Montvale, NJ 2004., p. 1130


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