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1. Hewedolor
2. Linsal
3. Methyl Salicylate Sodium Salt
4. Methylsalicylate
5. Metsal Liniment
6. Rheumabal
1. Methyl 2-hydroxybenzoate
2. 119-36-8
3. Wintergreen Oil
4. Gaultheria Oil
5. Betula Oil
6. Sweet Birch Oil
7. Teaberry Oil
8. Oil Of Wintergreen
9. Analgit
10. 2-hydroxybenzoic Acid Methyl Ester
11. Spicewood Oil
12. 2-carbomethoxyphenol
13. Gaultheriaoel
14. Wintergruenoel
15. Flucarmit
16. Betula
17. Exagien
18. Natural Wintergreen Oil
19. Methyl O-hydroxybenzoate
20. 2-(methoxycarbonyl)phenol
21. Methylsalicylate
22. Betula Lenta
23. Salicylic Acid, Methyl Ester
24. Benzoic Acid, 2-hydroxy-, Methyl Ester
25. Synthetic Wintergreen Oil
26. Gaultheria Oil, Artificial
27. Wintergreen Oil, Synthetic
28. Methyl2-hydroxybenzoate
29. O-hydroxybenzoic Acid, Methyl Ester
30. Fema No. 2745
31. Birch Oil, Sweet
32. Salicylic Acid Methyl Ester
33. Mfcd00002214
34. 68917-75-9
35. Flavor,wintergreen
36. Nsc 8204
37. 2-hydroxybenzoic Acid, Methyl Ester
38. Metylester Kyseliny Salicylove
39. Fema No. 2154
40. Fema No. 3113
41. Nsc-8204
42. 2-hydroxy-benzoic Acid Methyl Ester
43. Benzoic Acid, Hydroxy-, Methyl Ester
44. Methyl Salicylate,synthetic
45. Lav5u5022y
46. Chebi:31832
47. 135952-76-0
48. Ncgc00091106-02
49. Dsstox_cid_5659
50. Dsstox_rid_77872
51. Dsstox_gsid_25659
52. Caswell No. 577
53. Panalgesic
54. Theragesic
55. 2,4-cyclohexadien-1-one,6-(hydroxymethoxymethylene)-(9ci)
56. Predalure
57. Fema Number 2745
58. Black Birch Oil
59. Methyl Salicylate [jan]
60. Anthrapole Nd
61. Betula Lenta Oil
62. Ben Gay
63. Methyl Salicylate (natural)
64. 68917-50-0
65. Cas-119-36-8
66. Ccris 6259
67. Hsdb 1935
68. Winter Green Oil
69. Einecs 204-317-7
70. Epa Pesticide Chemical Code 076601
71. Metylester Kyseliny Salicylove [czech]
72. Methylester Kyseliny Salicylove [czech]
73. Brn 0971516
74. Unii-lav5u5022y
75. Wintergreen
76. Methyl Salicylate [jan:nf]
77. Methylester Kyseliny Salicylove
78. Ai3-00090
79. Methyl-salicylate
80. Salicylic Acid Methyl
81. 1-o-methylsalicylate
82. Salonpas (salt/mix)
83. Salicylate Methyl Ester
84. Birch Oil Sweet
85. Methyl Salicylate,(s)
86. Theragesic (salt/mix)
87. Methyl Salicylate (tn)
88. Methyl Salicylate, 8ci
89. Methyl-2-hydroxybenzoate
90. Enamine_001611
91. Teaberry Leaf Oil
92. Methyl Salicylate, 98%
93. Birch, Sweet, Oil
94. Methyl Salicylate, Bioxtra
95. Salicylic-acid Methyl Ester
96. Wln: Qr Bvo1
97. Ec 204-317-7
98. Wintergreen [vandf]
99. Wintergreen Leaf Oil
100. Schembl5312
101. Betula Oil, Wintergreen Oil
102. Checkerberry Leaf Oil
103. Sweet Birch Bark Oil
104. Betula Lenta Bark Oil
105. Cherry Birch Bark Oil
106. Mountain-tea Leaf Oil
107. Zinc490
108. 4-10-00-00143 (beilstein Handbook Reference)
109. 90045-28-6
110. Bidd:er0323
111. Wintergreen Oil [fcc]
112. Wintergreen Oil, China Origin
113. Methyl Salicylate [ii]
114. Methyl Salicylate [mi]
115. Wintergreen Oil [fhfi]
116. Chembl108545
117. Gtpl2431
118. Methyl Salicylate (jp17/nf)
119. Birch Sweet Oil [fhfi]
120. Methyl Salicylate [fcc]
121. Dtxsid5025659
122. Methyl Salicylate [fhfi]
123. Methyl Salicylate [hsdb]
124. Methyl Salicylate [inci]
125. Sweet Birch Oil [vandf]
126. Eastern Teaberry Leaf Oil
127. Fema 2745
128. Methyl Salicylate [vandf]
129. Nsc8204
130. Methyl Salicylate [mart.]
131. Hms1398j05
132. Hms2089h12
133. Hms3885c04
134. O-hydroxybenzoic Acid Methyl Ester
135. Methyl Salicylate [usp-rs]
136. Methyl Salicylate [who-dd]
137. Bcp29151
138. Cs-b1799
139. Hy-y0189
140. Methyl Ester 2-hydroxy-benzoic Acid
141. Tox21_111081
142. Tox21_201543
143. Tox21_300137
144. Bbl010504
145. S3756
146. Stk397388
147. Betula Lenta Bark Oil [inci]
148. Gaultheria Procumbens Leaf Oil
149. Methyl Salicylate, Analytical Standard
150. Akos000118977
151. Ccg-266225
152. Db09543
153. Methyl Ester Of 2-hydroxy-benzoic Acid
154. Methyl Salicylate [ep Impurity]
155. Methyl Salicylate [orange Book]
156. Methyl Salicylate [ep Monograph]
157. Methyl Salicylate, >=98%, Fcc, Fg
158. Ncgc00091106-01
159. Ncgc00091106-03
160. Ncgc00091106-04
161. Ncgc00091106-05
162. Ncgc00254104-01
163. Ncgc00259093-01
164. 8024-54-2
165. Ac-11584
166. Sy008800
167. Ts-02010
168. Methyl Salicylate,synthetic [vandf]
169. Salonpas Component Methyl Salicylate
170. Db-012808
171. Ft-0612582
172. Ft-0622968
173. Ft-0695782
174. Ft-0698844
175. Methyl Salicylate, Natural, 98%, Fcc, Fg
176. Methyl Salicylate Component Of Salonpas
177. Methyl Salicylate, Puriss., 99.0-100.5%
178. D01087
179. D70335
180. Methyl Salicylate, Saj First Grade, >=98.0%
181. Methyl Salicylate, Tested According To Ph.eur.
182. Ab01275470-01
183. Methyl Salicylate 100 Microg/ml In Acetonitrile
184. A804265
185. Methyl Salicylate, Reagentplus(r), >=99% (gc)
186. Methyl Salicylate, Vetec(tm) Reagent Grade, 99%
187. Q407669
188. Sr-05000001473
189. Gaultheria Procumbens (wintergreen) Leaf Oil
190. Q-100939
191. Sr-05000001473-1
192. Z19703590
193. 2-[hydroxy(methoxy)methylene]-3,5-cyclohexadiene-1-one
194. F0001-0306
195. 6-[(e)-methoxyhydroxymethylene]-2,4-cyclohexadiene-1-one
196. Gaultheria Procumbens (wintergreen) Leaf Oil [inci]
197. Methyl Salicylate, United States Pharmacopeia (usp) Reference Standard
198. Methyl Salicylate, Pharmaceutical Secondary Standard; Certified Reference Material
199. 9041-28-5
200. Gaultheria Oil Pound>>wintergreen Oil Pound>>2-hydroxy-benzoicacimethylester Pound>>methyl 2-hydroxybenzoate
| Molecular Weight | 152.15 g/mol |
|---|---|
| Molecular Formula | C8H8O3 |
| XLogP3 | 2.3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 152.047344113 g/mol |
| Monoisotopic Mass | 152.047344113 g/mol |
| Topological Polar Surface Area | 46.5 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 144 |
| 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 |
OINTMENTS OR LINIMENTS CONTAINING METHYL SALICYLATE ARE APPLIED TOPICALLY AS COUNTERIRRITANTS FOR RELIEF OF PAIN ASSOCIATED WITH LUMBAGO, SCIATICA, AND RHEUMATIC CONDITIONS. FORMERLY USED INTERNALLY IN SMALL DOSES AS A CARMINATIVE.
American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 84:2404
MEDICATION (VET): ORALLY, PRIMARILY AS FLAVORING AGENT OR AS CARMINATIVE; TOPICALLY, AS IRRITANT OR COUNTERIRRITANT AIDED BY MASSAGE OR RUBBING AS IN UDDER OINTMENTS (1-3% CONCN), POULTICES & COUNTERIRRITANT MIXT (@ LEAST 5-10%) OVER SORE JOINT, MUSCLE, & BONE AREAS.
Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 360
LOCAL ANALGESIC FOR HUMAN AND VETERINARY MEDICINE
SRI
OINTMENTS OR LINIMENTS ... . SHOULD NOT BE APPLIED TO BURNED AREAS OR TO OTHERWISE DAMAGED SKIN...USUALLY IN CONCN FROM 10-25% ... .
American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 84:2404
ABSORPTION OF METHYL SALICYLATE CAN OCCUR THROUGH THE SKIN, & DEATH HAS RESULTED FROM SYSTEMIC POISONING FROM THE LOCAL MISAPPLICATION OF THE DRUG. IT IS A COMMON PEDIATRIC POISON, & ITS USE SHOULD BE STRONGLY DISCOURAGED.
Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 653
Children with fever and dehydration are particularly prone to intoxication from relatively small doses of salicylate. ... The use of aspirin is contraindicated in children and adolescents with febrile viral illnesses because of the risk of Reye's syndrome. /Salicylates/
Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 651
4= VERY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MG/KG, BETWEEN 1 TEASPOON &1 OZ FOR 70 KG PERSON (150 LB).
Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-205
Ointments or liniments containing methyl salicylate are applied topically as counter irritant for relief of acute pain associated with lumbago,sciatica and rheumatic conditions. Local analgesics for human and veterinary medicine.
Methyl salicylate relieve musculoskeletal pain in the muscles, joints, and tendons by causing irritation and reddening of the skin due to dilated capillaries and increased blood flow. It is pharmacologically similar to aspirin and other NSAIDs but as a topical agent it primarily acts as a rubefacient and skin irritant. Counter-irritation is believed to cause a soothing sensation of warmth.
Antirheumatic Agents
Drugs that are used to treat RHEUMATOID ARTHRITIS. (See all compounds classified as Antirheumatic Agents.)
Fixatives
Agents employed in the preparation of histologic or pathologic specimens for the purpose of maintaining the existing form and structure of all of the constituent elements. Great numbers of different agents are used; some are also decalcifying and hardening agents. They must quickly kill and coagulate living tissue. (See all compounds classified as Fixatives.)
Absorption
Approximately 12-20% of topically applied methyl salicylate may be systemically absorbed through intact skin within 10 hours of application, and absorption varies with different conditions such as surface area and pH. Dermal bioavailability is in the range of 11.8 30.7%. For the assessment of potential oral exposure to salicylates, bioavailability is assumed to be 100%.
Route of Elimination
Excreted by kidneys as free salicylic acid (10%), salicyluric acid (75%), salicylic phenolic (10%) and acyl glucuronide (5%), and gentisic acid (less than 1%).
Volume of Distribution
After absorption, methyl salicylate is distributed throughout most body tissues and most transcellular fluids, primarily by pH dependent passive processes. Salicylate is actively transported by a low-capacity, saturable system out of the CSF across the choroid plexus. The drug readily crosses the placental barrier.
MAY BE ABSORBED RAPIDLY THROUGH INTACT SKIN. BOWEL ABSORPTION IS SOMEWHAT ERRATIC ... ABSORBED AT LEAST IN PART AS THE INTACT ESTER AND SMALL AMT ARE EVEN EXCRETED AS SUCH BY THE KIDNEYS ... .
Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-205
HUMAN SUBJECTS WERE GIVEN 7 MG/KG OF METHYL SALICYLATE BY MOUTH. AFTER 0.25 HOURS THE BLOOD CONCN WAS 1.28 MG%. AFTER 1.5 HOURS THE BLOOD CONCN WAS 1.33 MG%. /FROM TABLE/
Sunshine, I. (ed.). CRC Handbook of Analytical Toxicology. Cleveland: The Chemical Rubber Co., 1969., p. 362
At therapeutic doses, conjugation accounts for most salicylic elimination, whereas renal elimination becomes more important with large or multiple doses. A substantial first-pass effect occurs at therapeutic doses. /Salicylates/
Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 563
Orally ingested salicylates are absorbed rapidly, partly from the stomach but mostly from the upper small intestine. Appreciable conc are found in plasma in less than 30 min; after a single dose, a peak value is reached in about 2 hr and then gradually declines. /Salicylates/
Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 649
For more Absorption, Distribution and Excretion (Complete) data for METHYL SALICYLATE (6 total), please visit the HSDB record page.
Minor metabolism may occur in various tissues but hepatic metabolism constitutes the majority of metabolic processes of absorbed methyl salicylate. It is mainly hydrolyzed to salicylic acid via hepatic esterase enzymes. Conjugation with glycine forms salicyluric acid and conjugation with glucuronic forms ester or acyl and ether or phenolic glucuronide, which are the three main metabolites.
...EVIDENCE THAT CONSIDERABLE HYDROLYSIS OF ESTER OCCURS IN INTESTINAL TRACT... IN SOME SPECIES, SUCH AS RABBIT, MAY BE PARTLY EXCRETED AS SULFATE OR GLUCURONIC ACID CONJUGATE ON THE FREE HYDROXYL GROUP. CONJUGATION APPEARS TO TAKE PLACE BEFORE HYDROLYSIS OF THE METHYL ESTER.
Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 1899
For small doses 80% of the hepatic metabolism results from conjugation with glycine to form salicyluric acid and with glucuronic acid to form salicyl acyl and phenolic glucuronide. The two parallel pathways (glycine, glucuronide conjugation) have limited capacity and saturate easily above therapeutic doses. /Salicylates/
Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 563
The biotransformation of salicylates takes place in many tissues, but particularly in the hepatic endoplasmic reticulum and mitochondria. The three chief metabolic products are salicyluric acid (the glycine conjugate), the ether or phenolic glucuronide, and the ester or acyl glucuronide. In addition, a small fraction is oxidized to gentisic acid (2,5-dihydroxybenzoic acid) and to 2,3-dihydroxybenzoic and 2,3,5-trihydroxybenzoic acids; gentisuric acid, the glycine conjugate of gentisic acid, is also formed. /Salicylates/
Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 649
The plasma half-life for salicylate is 2 to 3 hr in low doses and about 12 hr at usual anti-inflammatory doses. The half-life of salicylate may be as long as 15 to 30 hr at high therapeutic doses or when there is intoxication.
The plasma half-life for ... salicylate is 2 to 3 hr in low doses and about 12 hr at usual antiinflammatory doses. The half-life of salicylate may be as long as 15 to 30 hr at high therapeutic doses or when there is intoxication. /Salicylates/
Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 650
Counter-irritation is thought to be effective at alleviating musculoskeletal pain as the irritation of the sensory nerve endings is thought to alter or offset pain in the underlying muscle or joints that are served by the same nerves. This is thought to mask the underlying musculoskeletal pain and discomfort. When applied topically, methyl salicylate is thought to penetrate the skin and underlying tissues where it reversibly inhibits cyclooxygenase enzyme and locally and peripherally prevents the production of inflammatory mediators such as prostaglandin and thromboxane A2.
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