1. 3-cresol
2. 3-cresol, Calcium Salt(1:2)
3. 3-cresol, Sodium Salt
4. 3-methylphenol
5. Meta-cresol
6. Metacresol
1. 3-methylphenol
2. 108-39-4
3. Metacresol
4. Phenol, 3-methyl-
5. Meta-cresol
6. 3-cresol
7. 3-hydroxytoluene
8. M-methylphenol
9. M-kresol
10. M-cresylic Acid
11. 1-hydroxy-3-methylbenzene
12. M-oxytoluene
13. M-toluol
14. M-hydroxytoluene
15. Meta-cresylic Acid
16. 1-methyl-3-hydroxybenzene
17. Cresol, M-
18. Fema No. 3530
19. Hydroxy-3-methylbenzene
20. Cresol, Meta
21. M-cresylic
22. M-cresole
23. 3-methyl-1-hydroxybenzene
24. Nsc 8768
25. Ggo4y809lo
26. Chembl298312
27. Phenol, 3-methyl-, Homopolymer
28. Chebi:17231
29. Nsc-8768
30. M-cresol, 99%
31. Toluene,3-hydroxy (meta-cresol)
32. Dsstox_cid_4200
33. Franklin Cresolis
34. Dsstox_rid_77325
35. Dsstox_gsid_24200
36. Metacresol (3-methylphenol)
37. Crs
38. M-kresol [german]
39. Rover's Dog Shampoo
40. Caswell No. 261a
41. Meta Cresol
42. Mfcd00002302
43. 3-methyl Phenol
44. Cresol, M-isomer
45. 27289-33-4
46. Cas-108-39-4
47. Ccris 645
48. Hsdb 1815
49. Metacresol [usp:ban]
50. Einecs 203-577-9
51. Unii-ggo4y809lo
52. Epa Pesticide Chemical Code 022102
53. 3methylphenol
54. Ai3-00136
55. 3-methyl-phenol
56. Cresol,m-
57. M-cresol;
58. Celcure Dry Mix (chemicals For Wood Preserving)
59. Metacresol (usp)
60. Metacresol [ii]
61. M-cresol [inci]
62. Metacresol [hsdb]
63. Bmse000350
64. Ec 203-577-9
65. M-cresol [who-dd]
66. Metacresol [usp-rs]
67. Wln: Qr C1
68. Schembl10736
69. M-cresol, Analytical Standard
70. M-cresol, >=98%, Fg
71. Schembl7410931
72. Dtxsid6024200
73. M-cresol, For Synthesis, 99%
74. M-cresol, Reagent Grade, 97%
75. Metacresol [ep Impurity]
76. Metacresol [ep Monograph]
77. Metacresol [usp Impurity]
78. Nsc8768
79. M-cresol, Ph.eur., 99.5%
80. Metacresol [usp Monograph]
81. Zinc897141
82. 3-methylphenol, Analytical Standard
83. Tox21_201941
84. Tox21_302645
85. Bdbm50008548
86. Stl185666
87. Akos000119006
88. Am62795
89. Ccg-230271
90. Db01776
91. Ncgc00159366-02
92. Ncgc00159366-03
93. Ncgc00159366-04
94. Ncgc00159366-05
95. Ncgc00159366-06
96. Ncgc00256824-01
97. Ncgc00259490-01
98. Ac-14350
99. Bs-23591
100. M-cresol, Saj First Grade, >=97.0%
101. 3-methylphenol 100 Microg/ml In Methanol
102. Ft-0628174
103. M-cresol [un2076] [poison, Corrosive]
104. 3-methylphenol 100 Microg/ml In Isopropanol
105. Amylmetacresol Impurity B [ep Impurity]
106. C01467
107. D04951
108. A801870
109. Q312240
110. J-002137
111. J-521679
112. F0001-0167
113. Z955123620
114. Metacresol, United States Pharmacopeia (usp) Reference Standard
| Molecular Weight | 108.14 g/mol |
|---|---|
| Molecular Formula | C7H8O |
| XLogP3 | 2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| 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 | 70.8 |
| 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 |
MEDICATION (VET): Local antiseptic, parasiticide, disinfectant; has been used as an intestinal antiseptic
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 460
Disinfectant
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 460
Cresol is a well-known environmental pollutant, toluene metabolite, uremic toxicant and accidental poisoning product. Formocresol, a preparation of formalin and cresol, is also used as a root canal medicament and for pulpotomy of primary teeth. However, little is known about its effect on cardiovascular system. In this study, m-cresol inhibited the AA-induced platelet aggregation by 43-97% at concentrations ranging from 0.25 to 1 mM. Collagen-induced platelet aggregation was also inhibited by 0.25-1 mM of m-cresol by 47-98%. Accordingly, o-cresol (0.1-0.5 mM) also inhibited the AA-induced platelet aggregation by 46-96% and the collagen-induced platelet aggregation by 35-88% at concentrations of 0.1-1 mM. AA- and collagen-induced platelet thromboxane B(2) (TXB(2)) production was inhibited by even 0.1 mM of m-cresol with 88 and 54% of inhibition, respectively. The o-cresol (0.1 mM) also inhibited the AA- and collagen-induced platelet TXB(2) production with 91 and 97% respectively. Although m- and o-cresol (<1 mM) showed little effect on thrombin-induced platelet aggregation, they effectively inhibited the thrombin-induced platelet TXB(2) production. The m-cresol (2 and 5 mM) inhibited the COX-1 activity by 55-99%, but showed little effect on COX-2 enzyme activity. Moreover, o-cresol (0.5 and 1 mM) inhibited the COX-1 activity by 40-95%. COX-2 enzyme activity was inhibited by 68% at a concentration of 5 mM o-cresol. These results indicate that acute cresol-poisoning, direct root canal medication with formocresol or long-term occupational exposure to cresol and toluene may potentially suppress blood clot formation and lead to tissue hemorrhage via inhibition of platelet aggregation, TXB(2) production and COX enzyme activity.
PMID:15664436 Chan CP et al; Toxicology 208 (1): 95-104 (2005)
... m-Cresol (in NaHCO2) /was administered/ to rabbits by gavage. Urinary metabolites were evaluated after administration of 500 mg of m-Cresol. Ten percent of the dose was excreted as ethereal sulfate, 60% as ether glucuronide, 1% as the free cresol, about 3% as 2,5-dihydroxytoluene, and a trace amount as 3,4-dihydroxytoluene.
Cosmetic Ingredient Review; Final Report on the Safety Assessment of Sodium p-Chloro-m-Cresol, p-Chloro-m-Cresol, Chlorothymol, Mixed Cresols, m-Cresol, o-Cresol, p-Cresol, Isopropyl Cresols, Thymol, o-Cymen-5-ol, and Carvacrol; Int J Toxicol 25 Suppl 1: 29-127 (2006) https://www.cir-safety.org/ingredients
/It has been/ reported that 22% of the sulfate conjugate of m-Cresol (in water) was excreted after 290 mg/kg m-Cresol was administered to rabbits by gavage.
Cosmetic Ingredient Review; Final Report on the Safety Assessment of Sodium p-Chloro-m-Cresol, p-Chloro-m-Cresol, Chlorothymol, Mixed Cresols, m-Cresol, o-Cresol, p-Cresol, Isopropyl Cresols, Thymol, o-Cymen-5-ol, and Carvacrol; Int J Toxicol 25 Suppl 1: 29-127 (2006) https://www.cir-safety.org/ingredients
Cresols are slightly more corrosive /to the skin or eyes/ than phenol, but systemic effects may be a little milder because of slower absorption.
Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-192
... /It has been/ reported that 20% of a subcutaneous dose of 7.2 to 10.0 mg m-Cresol was excreted unchanged via urine in guinea pigs.
Cosmetic Ingredient Review; Final Report on the Safety Assessment of Sodium p-Chloro-m-Cresol, p-Chloro-m-Cresol, Chlorothymol, Mixed Cresols, m-Cresol, o-Cresol, p-Cresol, Isopropyl Cresols, Thymol, o-Cymen-5-ol, and Carvacrol; Int J Toxicol 25 Suppl 1: 29-127 (2006) https://www.cir-safety.org/ingredients
m-Cresol yields m-cresyl-beta-d-glucuronide, m-cresyl sulfate, 4-methylcatechol, methylquinol and m-methylanisole in rabbits. m-Cresol yields m-cresyl sulfate & m-methylanisole in rats. m-Cresol yields m-methylanisole in guinea pigs and mice. m-Cresol yields m-cresyl-beta-d-glucuronide in hens.
Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. C-59
The ... m-cresols /is/ ... ring-hydroxylated to a small extent ... 2,5-Dihydroxytoluene has been isolated from the urine of rabbits fed ... m-cresols ...
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 4:436
Ten healthy men were exposed to approximately 200 ppm toluene for 4 hr. Urinary m-cresol concentration was 0.570 mg/L at the end of the exposure, 0.599 mg/L 4 hr after exposure, and 0.527 mg/L 20 hr after exposure.
Fatiadi AJ; Environ Int 10: 175-205 (1984)
The urinary & biliary excretion of (14)C-labeled m-cresol was investigated in 12 species of freshwater fish when immersed in sublethal concn in the aquarium water for 48 hr. The oxidation product, m-hydroxybenzoic acid & the m-cresol sulfate conjugate were excreted into the aquarium water by all species except the guppy, which did not excrete m-hydroxybenzoic acid. In addition to these two metabolites, the m-cresol glucuronic acid conjugate was found in the bile of all species, except the guppy.
PMID:6880238 Layiwola PJ et al; Xenobiotica 13 (2): 107-13 (1983)
For more Metabolism/Metabolites (Complete) data for m-CRESOL (7 total), please visit the HSDB record page.
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