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1. 2-cresol
2. 2-cresol, Ammonium Salt
3. 2-cresol, Potassium Salt
4. 2-cresol, Sodium Salt
5. 2-methylphenol
6. Ortho-cresol
1. 2-methylphenol
2. 95-48-7
3. Orthocresol
4. 2-hydroxytoluene
5. 2-cresol
6. Phenol, 2-methyl-
7. O-methylphenol
8. O-cresylic Acid
9. O-oxytoluene
10. O-toluol
11. 1-hydroxy-2-methylbenzene
12. Ortho-cresol
13. O-hydroxytoluene
14. O-methylphenylol
15. O-kresol
16. Cresol, Ortho-
17. Cresol, O-
18. 2-hydroxy-1-methylbenzene
19. 2-methyl Phenol
20. O-kresol [german]
21. 2-methyl-phenol
22. Cresol, O-isomer
23. Fema No. 3480
24. 1-methyl-2-hydroxybenzene
25. Nsc 23076
26. Yw84dh5i7u
27. Chebi:28054
28. Mfcd00002226
29. Nsc-23076
30. Nsc-36809
31. Toluene,2-hydroxy (ortho-cresol)
32. O-cresol [un2076] [poison, Corrosive]
33. Dsstox_cid_1808
34. Cresol Mixture Of Isomers;methylphenol;tricresol
35. Dsstox_rid_76341
36. Wln: Qr B1
37. Dsstox_gsid_21808
38. Hydroxy Toluene
39. Cas-95-48-7
40. Orthocresol [nf]
41. Cresols Are Organic Compounds Which Are Methylphenols. They Are A Widely Occurring Natural And Manufactured Group Of Aromatic Organic Compounds, Which Are Categorized As Phenols.
42. Ccris 646
43. Hsdb 1813
44. Einecs 202-423-8
45. Unii-yw84dh5i7u
46. Ortho Cresol
47. Methyl Phenol
48. 2-methyiphenol
49. Ai3-00137
50. Jz0
51. O-cresol,(s)
52. Carvacrol Derivative, 9
53. O-cresol [fhfi]
54. O-cresol [inci]
55. O-cresol, >=99%
56. O-cresol [mi]
57. Orthocresol [hsdb]
58. Bmse000433
59. Un 2076 (related)
60. Ec 202-423-8
61. 2-methylphenol (o-cresol)
62. Ortho-cresol,2-methylphenol
63. Schembl16002
64. Mls002454426
65. O-cresol, Analytical Standard
66. Bidd:er0677
67. Chembl46931
68. Dtxsid8021808
69. Bdbm248166
70. Hms2268o24
71. Orthocresol [usp Impurity]
72. Zinc901022
73. O-cresol, For Synthesis, 99.3%
74. 2-methylphenol, Analytical Standard
75. Nsc23076
76. Nsc36809
77. Tox21_202305
78. Tox21_300021
79. Stl194295
80. O-cresol, Reagentplus(r), >=99%
81. Akos000119021
82. Ncgc00091534-01
83. Ncgc00091534-02
84. Ncgc00091534-03
85. Ncgc00091534-04
86. Ncgc00254140-01
87. Ncgc00259854-01
88. O-cresol, Saj First Grade, >=97.0%
89. Smr001252248
90. 2-methylphenol 100 Microg/ml In Methanol
91. Metacresol Impurity B [ep Impurity]
92. Ft-0656046
93. 2-methylphenol 100 Microg/ml In Isopropanol
94. C01542
95. 1-hydroxyl 2-methyl Benzene, 2-hydroxyl Toluene
96. Q312708
97. J-006098
98. J-523819
99. F0001-2271
| 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)
... o-Cresol (in water) /was administered/ to rabbits by gavage. The extent of sulfate conjugation was determined before and after a 290 mg/kg o-Cresol dose. Twenty-two percent of the o-Cresol was excreted as the sulfate conjugate.
PMID:16835130 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
... o-Cresol (in NaHCO2) /was administered/ to rabbits by gavage. Urinary metabolites were evaluated after administration of 500 mg of o-Cresol. Fifteen percent of the dose was excreted as ethereal sulfate, 72% as ether glucuronide, 1% as free cresol, and about 3% as 2,5-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
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
A subcutaneous dose of 7.2 to 10.0 mg o-Cresol /was administered/ to guinea pigs. About 38% of the dose was excreted unchanged via urine.
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
... A cross-sectional study on 100 workers indicated that the biological threshold for o-cresol:creatinine ratio reference value of <1 mg/g could presently be used as a reference for non-industrial human exposure while the <2 mg/g rate is for worker exposure in an industrial environment at a coal combustion plant.
Kocks DJ, Smith CE; Occup Med (Oxf) 48 (3): 195-7 (1998)
The o- ... cresols are ring-hydroxylated to a small extent ... 2,5-Dihydroxytoluene has been isolated from the urine of rabbits fed o- ... cresol ...
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V4 436
o-Cresol yields o-cresyl-beta-d-glucuronide, o-cresyl sulfate, methylquinol, o-methylanisole, & 3-methylcatechol in rabbits. o-Cresol yields o-cresol sulfate and o-methylanisole in rats. o-Cresol yields o-methylanisole in guinea pigs & mice. /From Table/
Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. C-58
Ten healthy men were exposed to approximately 200 ppm toluene for 4 hr. Urinary o-cresol concentration was 1.603 mg/L at the end of the exposure, 1.400 mg/L 4 hr after exposure, and 0.495 mg/l 20 hr after exposure.
Fatiadi AJ; Environ Int 10: 175-205 (1984)
In two workers admitted to hospital because of coma due to accidental occupational exposure to mixture of solvents, the level of toluene was respectively 823-1122 ug/L in blood & 53-38 ug/L in alveolar air on second day (36 hr after exposure). On fifth day (112 hr after exposure) the toluene level was 120-45 ug/L in blood & 3-1 ug/L in alveolar air. Urinary excretion of o-cresol, calculated as a toluene equivalent, was 0.8-0.9 mg on second day & 1.7 to 1.6 mg on third day. Urinary hippuric acid, as a toluene equivalent, was 1.7 to 1.4 g on second day & 1.3 to 0.7 g on third day.
Brugnone F et al; Int Arch Occp Environ Health 53 (2): 157-65 (1983)
For more Metabolism/Metabolites (Complete) data for o-CRESOL (15 total), please visit the HSDB record page.
O-Cresol is a known human metabolite of toluene.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
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