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1. Alcohol, Benzyl
2. Benzenemethanol
1. Phenylmethanol
2. Benzenemethanol
3. 100-51-6
4. Phenylcarbinol
5. Benzylalcohol
6. Benzoyl Alcohol
7. Benzenecarbinol
8. Hydroxytoluene
9. Phenylmethyl Alcohol
10. Alpha-toluenol
11. (hydroxymethyl)benzene
12. Phenolcarbinol
13. Benzal Alcohol
14. Alpha-hydroxytoluene
15. Benzylic Alcohol
16. Alcool Benzylique
17. Benzylicum
18. Methanol, Phenyl-
19. Phenylcarbinolum
20. Hydroxymethylbenzene
21. Phenyl-methanol
22. Benzyl-alcohol
23. Euxyl K 100
24. 66072-40-0
25. Bentalol
26. Ulesfia
27. .alpha.-hydroxytoluene
28. Aromatic Alcohol
29. Caswell No. 081f
30. Fema No. 2137
31. .alpha.-toluenol
32. Benzyl Alcohol (natural)
33. Alcool Benzilico [dcit]
34. Itch-x
35. Alcoholum Benzylicum
36. Nci-c06111
37. Benzenmethanol
38. Benzylalkohol
39. Aromatic Primary Alcohol
40. Alcohol,benzyl
41. Alcool Benzylique [inn-french]
42. Benzyl Alkohol
43. Alcohol Bencilico [inn-spanish]
44. Methanol Benzene
45. Alcoholum Benzylicum [inn-latin]
46. Nsc 8044
47. Hoch-ph-polymer
48. Bnoh
49. Benzyl Alcohol, Polymer-bound
50. Nsc-8044
51. Mfcd00004599
52. Hydroxymethyl Resin (100-200 Mesh)
53. Toluene,alpha-hydroxy
54. Lkg8494wbh
55. Chebi:17987
56. Ins No.1519
57. Ins-1519
58. Hydroxymethyl Resin (200-400 Mesh)
59. Ncgc00091865-01
60. Phenyl Methanol
61. Dsstox_cid_152
62. E-1519
63. Dsstox_rid_75404
64. Dsstox_gsid_20152
65. 185532-71-2
66. Mbn
67. Alcool Benzilico
68. Alcohol, Benzyl
69. Alcohol Bencilico
70. Phenylmethan-1-ol
71. Cas-100-51-6
72. Hsdb 46
73. Ulesfia (tn)
74. Ccris 2081
75. Benzyl Alcohol Natural
76. Benzyl Alcohol [usan:inn:jan]
77. Einecs 202-859-9
78. Unii-lkg8494wbh
79. Epa Pesticide Chemical Code 009502
80. Brn 0878307
81. Enzylalcohol
82. Benzalalcohol
83. Benzalcohol
84. Bentanol
85. Alcoolbenzylique
86. Benzene-methanol
87. Benzyl Alcohole
88. A-hydroxytoluene
89. A-toluenol
90. Ai3-01680
91. Benzyl Alcohol [inn:jan:nf]
92. Alcohol Benzylicus
93. Hoch2-ph-polymer
94. Sunmorl Bk 20
95. Nat. Benzyl Alcohol
96. Phch2oh
97. 201740-95-6
98. Bn-oh
99. Benzyl Alcohol-13c6
100. Schembl147
101. Benzyl Alcohol, Acs Grade
102. Bmse000407
103. C6h5ch2oh
104. Chembl720
105. Ec 202-859-9
106. Wln: Q1r
107. Benzyl Alcohol [ii]
108. Benzyl Alcohol [mi]
109. Pinapur™ 9 Ba-r
110. Benzyl Alcohol (jp15/nf)
111. Benzyl Alcohol [fcc]
112. Benzyl Alcohol [inn]
113. Benzyl Alcohol [jan]
114. 4-06-00-02222 (beilstein Handbook Reference)
115. Benzyl Alcohol [fhfi]
116. Benzyl Alcohol [hsdb]
117. Benzyl Alcohol [inci]
118. Bidd:er0248
119. Alcohol,benzyl [vandf]
120. Benzyl Alcohol [vandf]
121. Tb 13g
122. Benzyl Alcohol [mart.]
123. Benzyl Alcohol, Lr, >=99%
124. Benzyl Alcohol (benzenemethanol)
125. Benzyl Alcohol [usp-rs]
126. Benzyl Alcohol [who-dd]
127. Benzyl Alcohol [who-ip]
128. Dtxsid5020152
129. Bdbm16418
130. Nsc8044
131. Benzyl Alcohol (jp17/nf/inn)
132. Benzyl Alcohol Reagent Acs Grade
133. Hms3264b16
134. Hms3885f10
135. Pharmakon1600-01502555
136. Zinc895302
137. Benzyl Alcohol, Analytical Standard
138. Benzyl Alcohol, Ar, >=99.5%
139. Hy-b0892
140. Benzyl Alcohol, Anhydrous, 99.8%
141. Tox21_111172
142. Tox21_202447
143. Tox21_300044
144. Bbl011938
145. Benzyl Alcohol [orange Book]
146. Mfcd03792087
147. Nsc760098
148. S4600
149. Stl163453
150. Benzyl Alcohol [ep Monograph]
151. Benzyl Alcohol, >=99%, Fcc, Fg
152. Akos000119907
153. Benzyl Alcohol, Natural, >=98%, Fg
154. Ccg-213843
155. Db06770
156. Nsc-760098
157. Benzylalcohol 100 Microg/ml In Methanol
158. Ncgc00091865-02
159. Ncgc00091865-03
160. Ncgc00091865-04
161. Ncgc00254154-01
162. Ncgc00259996-01
163. Alcohol Benzylicus [who-ip Latin]
164. Benzyl Alcohol, Acs Reagent, >=99.0%
165. Benzyl Alcohol, Reagentplus(r), >=99%
166. Benzyl Alcohol, Usp, 98.0-100.5%
167. Benzylalcohol 1000 Microg/ml In Ethanol
168. Benzyl Alcohol On Polystyrene, 3.5 Mmol/g
169. B2378
170. Benzyl Alcohol, Tested According To Ph.eur.
171. Benzylalcohol 100 Microg/ml In Acetonitrile
172. E1519
173. Ft-0622812
174. Benzyl Alcohol, P.a., Acs Reagent, 99.0%
175. Benzyl Alcohol, Saj First Grade, >=98.5%
176. A14564
177. Benzyl Alcohol, Saj Special Grade, >=99.0%
178. Benzyl Alcohol, Vetec(tm) Reagent Grade, 98%
179. C00556
180. C03485
181. D00077
182. D70182
183. Q52353
184. Ab01563201_01
185. A800221
186. Sr-01000872610
187. J-000153
188. Sr-01000872610-3
189. Benzalkonium Chloride Impurity A [ep Impurity]
190. F0001-0019
191. Z955123784
192. 3762963d-6c2a-4bff-ad94-3180e51bca68
193. Benzyl Alcohol, Certified Reference Material, Tracecert(r)
194. Benzyl Alcohol, European Pharmacopoeia (ep) Reference Standard
195. Benzyl Alcohol, Puriss. P.a., Acs Reagent, >=99.0% (gc)
196. Benzyl Alcohol, United States Pharmacopeia (usp) Reference Standard
197. (hydroxymethyl)polystyrene, 200-400 Mesh, Extent Of Labeling: ~1.7 Mmol/g Loading
198. (hydroxymethyl)polystyrene, 200-500 Mesh, Extent Of Labeling: ~1.1 Mmol/g Loading
199. Benzyl Alcohol, Pharmaceutical Secondary Standard; Certified Reference Material
200. Benzyl Alcohol, Pharmagrade, Usp/nf, Ph Eur, Manufactured Under Appropriate Gmp Controls For Pharma Or Biopharmaceutical Production.
201. Benzyl Alcohol, Polymer-bound, 100-200 Mesh, Extent Of Labeling: 0.5-1.0 Mmol/g Loading, 1 % Cross-linked
202. Benzyl Alcohol, Polymer-bound, 100-200 Mesh, Extent Of Labeling: 1.0-2.0 Mmol/g Loading, 1 % Cross-linked With Divinylbenzene
203. Benzyl Alcohol, Polymer-bound, 70-90 Mesh, Extent Of Labeling: 0.5-1.0 Mmol/g Loading, 1 % Cross-linked With Divinylbenzene
204. Benzyl Alcohol, Polymer-bound, 70-90 Mesh, Extent Of Labeling: 1.0-1.5 Mmol/g Loading, 1 % Cross-linked
205. Benzyl Alcohol, Polymer-bound, 70-90 Mesh, Extent Of Labeling: 2.0-3.0 Mmol Loading, 1 % Cross-linked
206. Benzyl Alcohol, Puriss., Meets Analytical Specification Of Ph.??eur., Bp, Nf, 99-100.5% (gc)
207. Stratospheres(tm) Pl-hms (hydroxymethylstyrene) Resin, 50-100 Mesh, Extent Of Labeling: 2.0 Mmol Loading, 1 % Cross-linked
Molecular Weight | 108.14 g/mol |
---|---|
Molecular Formula | C7H8O |
XLogP3 | 1.1 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 1 |
Rotatable Bond Count | 1 |
Exact Mass | 108.057514874 g/mol |
Monoisotopic Mass | 108.057514874 g/mol |
Topological Polar Surface Area | 20.2 Ų |
Heavy Atom Count | 8 |
Formal Charge | 0 |
Complexity | 55.4 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Covalently Bonded Unit Count | 1 |
1 of 2 | |
---|---|
Drug Name | Ulesfia |
Drug Label | ULESFIA(benzyl alcohol) Lotion is supplied as a white topical lotion containing benzyl alcohol, 5%. Inactive ingredients in this formulation are water, mineral oil, sorbitan monooleate, polysorbate 80, carbomer 934P and trolamine.... |
Active Ingredient | Benzyl alcohol |
Dosage Form | Lotion |
Route | Topical |
Strength | 5% |
Market Status | Prescription |
Company | Shionogi |
2 of 2 | |
---|---|
Drug Name | Ulesfia |
Drug Label | ULESFIA(benzyl alcohol) Lotion is supplied as a white topical lotion containing benzyl alcohol, 5%. Inactive ingredients in this formulation are water, mineral oil, sorbitan monooleate, polysorbate 80, carbomer 934P and trolamine.... |
Active Ingredient | Benzyl alcohol |
Dosage Form | Lotion |
Route | Topical |
Strength | 5% |
Market Status | Prescription |
Company | Shionogi |
Anesthetics, Local; Pharmaceutic Aids
National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)
/On April 9, 2009, the U.S. Food and Drug Administration approved a new prescription medication for the treatment of head lice ( Pediculosis capitis ) infestation. Benzyl Alcohol Lotion, 5%, received full market approval as a prescription medication, for use in patients 6 months of age and older. Benzyl Alcohol Lotion, 5%, is the first head lice product approved by the FDA with benzyl alcohol as the active pharmaceutical ingredient.
FDA; FDA Approves Benzyl Alcohol Lotion for the Treatment of Head Lice, FDA News (April 9, 2009) Available from, as of April 20, 2009: https://www.fda.gov/bbs/topics/NEWS/2009/NEW01993.html
The safety and effectiveness of Benzyl Alcohol Lotion, 5%, was demonstrated in two studies of 628 people, 6 months of age and older, with active head lice infestation. The subjects received two, 10-minute treatments of either Benzyl Alcohol Lotion or a topical placebo, one week apart. Fourteen days after the final treatment, more than 75 percent of the subjects treated with Benzyl Alcohol Lotion, 5%, were lice free.
FDA; FDA Approves Benzyl Alcohol Lotion for the Treatment of Head Lice, FDA News (April 9, 2009) Available from, as of April 20, 2009: https://www.fda.gov/bbs/topics/NEWS/2009/NEW01993.html
In each of two double-blind studies, 25 patients suffering from early progressive idiopathic cataracts, subcapsular or cortical in site, received one drop of saline containing 0.07% benzyl alcohol every 8 hours. The eyelid was held open for at least 2 minutes. Treatment continued for 22 months. In one study, a control group received placebo, whereas in the other study, the control group received an anticataract medication. Clinical findings were recorded every 30 days for the first 14 months, then patients were followed for up to 18 and 22 months. A significant (p < .01) increase in visual acuity (VA) was observed in patients treated with benzyl alcohol after 30 and 60 days as compared to those receiving either placebo or the medication. Compared to those placebo or medication treated, a significant (p < .01) decrease in lens opacity was noted in 19 and 17 patients treated with benzyl alcohol, respectively. In the course of the studies, a significant increase in the number of surgeries for cataracts was noted in patients not receiving benzyl alcohol. One patient treated with benzyl alcohol required surgery after 22 months compared to 38 total who had received either placebo or medication. benzyl alcohol was well tolerated except in two patients (4%) where tolerance was fair in one and poor in the other.
PMID:11766131 Nair B; Int J Toxicol 20 Suppl 3: 23-50 (2001)
For more Therapeutic Uses (Complete) data for BENZYL ALCOHOL (12 total), please visit the HSDB record page.
Common side effects of /Benzyl Alcohol Lotion, 5%/ include irritations of the skin, scalp, and eyes, and numbness at the site of application. As with all medications, it is important to use benzyl alcohol, 5%, as labeled to maximize benefits and minimize risks. The product should be applied only to the scalp or the hair attached to the scalp. It is not approved for use in children younger than six months. Use in premature infants could lead to serious respiratory, heart- or brain-related adverse events such as seizure, coma, or death.
FDA; FDA Approves Benzyl Alcohol Lotion for the Treatment of Head Lice, FDA News (April 9, 2009) Available from, as of April 20, 2009: https://www.fda.gov/bbs/topics/NEWS/2009/NEW01993.html
It also seems prudent to avoid the use of products containing benzyl alcohol to pregnant patients within whom the benzyl alcohol molecule, given its small size, presumably crosses the placental barrier into immature fetal tissues as readily as it crosses the blood-brain barrier.
Organization for Economic Cooperation and Development; Screening Information Data Set for Benzoates, CAS #s 65-85-0, 532-32-1, 582-25-2, 100-51-6 p.294 (2001). Available from, as of July 9 2008: https://www.chem.unep.ch/irptc/sids/OECDSIDS/sidspub.html
Premature neonates may receive multiple drugs in the neonatal intensive care unit, some of which may contain benzyl alcohol. As there may be no safe lower dose of benzyl alcohol in these patients, it would seem prudent to avoid the use of multiple dose vials containing benzyl alcohol whenever alternatives exist.
Organization for Economic Cooperation and Development; Screening Information Data Set for Benzoates, CAS #s 65-85-0, 532-32-1, 582-25-2, 100-51-6 p.294 (2001). Available from, as of July 9, 2008: https://www.chem.unep.ch/irptc/sids/OECDSIDS/sidspub.html
Benzyl alcohol is believe to have a role in the increased frequency of cerebral intraventricular hemorrhages and mortality reported in very-low-birth-weight (VLBW) infants (weight < 1000 g) who received flush solutions preserved with benzyl alcohol. An increased incidence of developmental delay and cerebral palsy is also noted in the same VLBW patient population, suggesting a secondary damaging effect of benzyl alcohol.
Goldfrank, L.R., Goldfrank's Toxicologic Emergencies 8th Ed. 2006., McGraw-Hill, New York, N.Y., p. 831
For more Drug Warnings (Complete) data for BENZYL ALCOHOL (6 total), please visit the HSDB record page.
Ulesfia (benzyl alcohol) lotion is indicated for the topical treatment of head lice infestation in patients 6 months of age and older. Ulesfia Lotion does not have ovicidal activity.
FDA Label
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.)
P - Antiparasitic products, insecticides and repellents
P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents
P03A - Ectoparasiticides, incl. scabicides
P03AX - Other ectoparasiticides, incl. scabicides
P03AX06 - Benzyl alcohol
The percutaneous absorption was determined in vivo in rhesus monkeys. Absorption through occluded skin was high (56-80 %) in 24 hr. No correlation was seen between skin penetration and the octanol-water partition coefficient. Under unoccluded conditions skin penetration was reduced (32 %), because of evaporation of the compound.
OECD; SIDS Initial Assessment Report for SIAM 13. Report on Benzoates: Benzoic acid, Sodium benzoate, Potassium benzoate, Benzyl alcohol (CAS No: 65-85-0, 532-32-1, 582-25-2, 100-51-6) p.298 UNEP Publications (November 2001). Available from, as of November 18, 2014: https://www.inchem.org/pages/sids.html
High levels of benzyl alcohol (5-500 ug/10 mL plasma) were found in uremic patients on hemodialysis; benzyl alcohol was not detected in normal controls.
OECD; SIDS Initial Assessment Report for SIAM 13. Report on Benzoates: Benzoic acid, Sodium benzoate, Potassium benzoate, Benzyl alcohol (CAS No: 65-85-0, 532-32-1, 582-25-2, 100-51-6) p.294 UNEP Publications (November 2001). Available from, as of November 18, 2014: https://www.inchem.org/pages/sids.html
Rabbits given 1 g of benzyl alcohol sc eliminated 300-400 mg of hippuric acid within the following 24 hr. Within 6 hr after oral administration of 0.40 g benzyl alcohol/kg bw, rabbits eliminated 65.7% of dose as hippuric acid in the urine.
Clayton, G.D., F.E. Clayton (eds.) Patty's Industrial Hygiene and Toxicology. Volumes 2A, 2B, 2C, 2D, 2E, 2F: Toxicology. 4th ed. New York, NY: John Wiley & Sons Inc., 1993-1994., p. 2704
In humans and animals, benzyl alcohol was readily absorbed from the gastrointestinal tract. Percutaneous absorption was high following topical use. Rhesus monkeys absorbed 56-80% of a topical dose administered under occlusive conditions in 24 hours; absorption was less under unoccluded conditions due to evaporation. Benzyl alcohol rapidly disappeared from the injection site following intramuscular administration in rats; the disappearance half-life was estimated to be less than 10 minutes. ...
European Medicines Agency (EMEA), The European Agency for the Evaluation of Medicinal Products, Veterinary Medicines Evaluation Unit, Committee for Veterinary Medicinal Products; Benzyl Alcohol, Summary Report (1997). Available from, as of July 8, 2008: https://www.emea.europa.eu/pdfs/vet/mrls/Benzylalcohol.pdf
For more Absorption, Distribution and Excretion (Complete) data for BENZYL ALCOHOL (6 total), please visit the HSDB record page.
Benzyl alcohol is normally oxidized rapidly to benzoic acid, conjugated with glycine in the liver, and excreted as hippuric acid. However, this metabolic pathway may not be well developed in premature infants. The benzyl alcohol may therefore have been metabolized to benzoic acid, which could not be conjugated by the immature liver but accumulated, causing metabolic acidosis ... .
CDC/MMWR; Neonatal Deaths Associated With Use Of Benzyl Alcohol -- United States. Morbidity and Mortality Weekly Repost 31(22);290-1 (June 11, 1982). Available from, as of July 23, 2008: https://www.cdc.gov/mmwr/preview/mmwrhtml/00001109.htm
When metabolized, benzyl alcohol is converted to benzoic acid by simple oxidation. The relevant data, therefore, relate to benzoic acid and sodium benzoate.
PMID:11766131 Nair B; Int J Toxicol 20 Suppl 3: 23-50 (2001)
Benzyl alcohol was an intermediate product in the metabolic pathway of benzyl acetate; the subsequent metabolism was identical to that of benzyl alcohol.
European Medicines Agency (EMEA), The European Agency for the Evaluation of Medicinal Products, Veterinary Medicines Evaluation Unit, Committee for Veterinary Medicinal Products; Benzyl Alcohol, Summary Report (1997). Available from, as of July 8, 2008: https://www.emea.europa.eu/pdfs/vet/mrls/Benzylalcohol.pdf
In adults, benzyl alcohol is oxidized to benzoic acid, conjugated in the liver with glycine, and excreted in the urine as hippuric acid. The immature metabolic capacities of infants diminish their ability to metabolize and excrete benzyl alcohol. Preterm babies have a greater ability to metabolize benzyl alcohol to benzoic acid than do term babies, but are unable to convert benzoic acid to hippuric acid, possibly because of glycine deficiency. This results in the accumulation of benzoic acid.
Goldfrank, L.R., Goldfrank's Toxicologic Emergencies 8th Ed. 2006., McGraw-Hill, New York, N.Y., p. 831
For more Metabolism/Metabolites (Complete) data for BENZYL ALCOHOL (8 total), please visit the HSDB record page.
Benzyl alcohol is a known human metabolite of toluene.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
The plasma half-life of benzyl alcohol administered as 2.5% solution in saline was found to be approximately 1.5 hr in dogs injected iv at doses of 52 and 105 mg/kg.
Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4640
Benzyl alcohol rapidly disappeared from the injection site following intramuscular administration in rats; the disappearance half-life was estimated to be less than 10 minutes. ...
European Medicines Agency (EMEA), The European Agency for the Evaluation of Medicinal Products, Veterinary Medicines Evaluation Unit, Committee for Veterinary Medicinal Products; Benzyl Alcohol, Summary Report (1997). Available from, as of July 8, 2008: https://www.emea.europa.eu/pdfs/vet/mrls/Benzylalcohol.pdf
Benzyl alcohol inhibits lice from closing their respiratory spiracles, allowing the vehicle to obstruct the spiracles and causing the lice to asphyxiate.