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2,4-Dimethylphenol
Also known as: 105-67-9, 2,4-xylenol, M-xylenol, Phenol, 2,4-dimethyl-, 4,6-dimethylphenol, 1-hydroxy-2,4-dimethylbenzene
Molecular Formula
C8H10O
Molecular Weight
122.16  g/mol
InChI Key
KUFFULVDNCHOFZ-UHFFFAOYSA-N
FDA UNII
5OD803C081

gallex is a natural product found in Apis cerana with data available.
1 2D Structure

2,4-Dimethylphenol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2,4-dimethylphenol
2.1.2 InChI
InChI=1S/C8H10O/c1-6-3-4-8(9)7(2)5-6/h3-5,9H,1-2H3
2.1.3 InChI Key
KUFFULVDNCHOFZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CC(=C(C=C1)O)C
2.2 Other Identifiers
2.2.1 UNII
5OD803C081
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2,4-dimethylphenol Potassium

2. 2,4-dimethylphenol Sodium

3. 2,4-dimethylphenol Titanium (+4)

4. 2,4-dmp

5. 2,4-xylenol

2.3.2 Depositor-Supplied Synonyms

1. 105-67-9

2. 2,4-xylenol

3. M-xylenol

4. Phenol, 2,4-dimethyl-

5. 4,6-dimethylphenol

6. 1-hydroxy-2,4-dimethylbenzene

7. 4-hydroxy-1,3-dimethylbenzene

8. Rcra Waste Number U101

9. 2,4-dimethyl Phenol

10. Nsc 3829

11. 2,4-dimethyl-phenol

12. Chebi:34241

13. Nsc-3829

14. Mfcd00002233

15. 5od803c081

16. Dsstox_cid_1864

17. Dsstox_rid_76371

18. Dsstox_gsid_21864

19. Caswell No. 907a

20. Lysol Brand Disinfectant

21. Cas-105-67-9

22. Bulk Lysol Brand Disinfectant

23. Ccris 721

24. Hsdb 4253

25. 2,4-dmp

26. Gable-tite Dark Creosote (creola)

27. Benzene, 2,4-dimethyl-1-hydroxy-

28. Du Cor Concentrated Fly Insecticide

29. Gable-tite Light Creosote (creola)

30. Einecs 203-321-6

31. Rcra Waste No. U101

32. Epa Pesticide Chemical Code 086804

33. Brn 0636244

34. Ai3-17612

35. Unii-5od803c081

36. 2,4dimethylphenol

37. 2.4-dimethylphenol

38. 4-hydroxy-m-xylene

39. Ec 203-321-6

40. Schembl92167

41. 2,4-dimethylphenol, 98%

42. 4-06-00-03126 (beilstein Handbook Reference)

43. Mls002152861

44. Bidd:er0275

45. Chembl29878

46. Wln: Qr B1 D1

47. Dimethylphenol, 2,4-

48. 1,3-dimethyl-4-hydroxybenzene

49. 2,4-xylenol, >=98%

50. Dtxsid2021864

51. Nsc3829

52. 2,4-dimethylphenol 2,4-xylenol

53. Hms3039j10

54. Xylenol 2,4-dimethylphenol

55. 2,4-dimethylphenol [hsdb]

56. Act00460

57. Zinc1672873

58. Tox21_201787

59. Tox21_300051

60. Bbl011443

61. Stl146554

62. Akos000121556

63. Am62796

64. 2,4-dimethylphenol, Analytical Standard

65. Ncgc00091611-01

66. Ncgc00091611-02

67. Ncgc00091611-03

68. Ncgc00091611-04

69. Ncgc00091611-05

70. Ncgc00253938-01

71. Ncgc00259336-01

72. Xylenol 2,4-dimethylphenol [mi]

73. Ps-11923

74. Smr001224485

75. Db-010714

76. Metacresol Impurity F [ep Impurity]

77. D0774

78. Ft-0610239

79. 2,4-dimethylphenol 100 Microg/ml In Methanol

80. Q2437536

81. W-108780

82. 2,4-dimethylphenol, Pestanal(r), Analytical Standard

83. F0001-0111

84. N0d

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 122.16 g/mol
Molecular Formula C8H10O
XLogP32.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass122.073164938 g/mol
Monoisotopic Mass122.073164938 g/mol
Topological Polar Surface Area20.2 Ų
Heavy Atom Count9
Formal Charge0
Complexity90.6
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

SUBJECTS WERE EXPOSED TO M-XYLENE AT CONCN OF ABOUT 3.9 MMOL/CU M FOR 5 DAYS, 6 HR/DAY. RATE OF 2,4-XYLENOL EXCRETION SHORTLY AFTER EXPOSURE WAS ABOUT 1-2% OF THAT FOR METHYLHIPPURIC ACID EXCRETION AND PULMONARY EXCRETION OF UNCHANGED XYLENE WAS ABOUT 4% OF UPTAKE.

RIIHIMAKI V ET AL; SCAND J WORK ENVIRON HEALTH 5 (3): 217-31 (1979)


The concn of 2,4-dimethylphenol was determined /in/ several tissues of the rat after 6 hr constant iv infusion and after iv bolus injection. 2,4-dimethylphenol was distributed rapidly in the brain and liver, /and had/ high tissue-plasma concn ratios for the brain, liver, and fat. Accumulation of 2,4-dimethylphenol in these tissues was negligible.

PMID:7067652 Kata JS et al; Ecotoxicol Environ Saf 6 (1): 35-40 (1982)


FOLLOWING IV ADMIN OF 17 MG/KG OF THE 2,4-ISOMER TO RATS, THE BRAIN ACCUMULATED THE HIGHEST AMT ON A PER G BASIS, FOLLOWED BY FAT AND LIVER. RATIOS OF BRAIN, LIVER AND FAT TO PLASMA /CONCN/ WERE APPROX 1, 1.5 AND 2, RESPECTIVELY.

SOMANI SM; FED PROC FED AM SOC EXP BIOL 40 (3PT1): 698 (1981)


2,4-DIMETHYLPHENOL DISTRIBUTED RAPIDLY THROUGH THE BODY AFTER IV BOLUS ADMIN OF 30 MG/KG. PLASMA, LIVER AND FAT CONCN DISAPPEARED PRIOR TO 60 MIN BUT PERSISTED IN THE BRAIN.

SOMANI SM; FED PROC FED AM SOC EXP BIOL 40 (3PT1): 698 (1981)


Associations between o-cresol, p-cresol, m-cresol, 2,4-xylenol, 2,5-xylenol, 3,4-xylenol, and 3,5-xylenol exposure levels and urinary phenol excretion were examined in the coke facility industry. The subjects consisted of 76 exposed workers employed in the tar distillation process and 34 controls. ... Urinary metabolite levels were corrected for specific gravity and creatinine. The time weighted average exposure concentrations in the breathing zones of the tar distillation workers were ... 0.02 to 0.04 mg/cu m for xylenols. ... The urinary xylenol levels of exposed workers ranged from 0.12 to 0.97 mg/l with specific gravity correction. In control urine samples, the specific gravity corrected xylenol concentrations ranged from 25 x 10(-3) to 43 x 10(-3) mg/l. Significant correlations were observed between the ambient levels and urinary concentrations of phenol, o-cresol, and the xylenols, with coefficients ranging from 0.45 to 0.82. The author concludes that the biological monitoring of urinary xylenols may be used as a means of measuring xylenol exposure in coke facility workers.

PMID:9352337 Bieniek G; International Archives of Occupational and Environmental Health 70 (5): 334-40 (1997)


4.2 Metabolism/Metabolites

METABOLISM OF 2,4-DIMETHYLPHENOL IN ANIMALS IS VERY SIMILAR TO THAT OF CRESOLS ... .

National Research Council. Drinking Water & Health Volume 1. Washington, DC: National Academy Press, 1977., p. 730


Rats were admin 2,4-dimethylphenol for 6 hr constantly by iv infusion or iv bolus injection. 2,4-Dimethylphenol was rapidly metabolized to its conjugates (94.3%) within 30 min; the glucuronide constituted 53% and other conjugates 41% /in plasma/.

PMID:7067652 Kata JS et al; Ecotoxicol Environ Saf 6 (1): 35-40 (1982)


IN WORKERS SIMULTANEOUSLY EXPOSED TO ETHYLBENZENES AND XYLENES, 2,4-DIMETHYLPHENOL, A METABOLITE OF M-XYLENE, COULD NOT BE DETECTED.

PMID:437902 ANGERER J, LEHNERT G; INT ARCH OCCUP ENVIRON HEALTH 43 (2): 145-50 (1979)


HYDROXYLATION OF AROMATIC HYDROCARBONS WAS STUDIED FOLLOWING THEIR ORAL ADMINISTRATION TO RATS THAT ALSO RECEIVED A PURIFIED DIET CONTAINING NEOMYCIN TO REDUCE THE LEVELS OF NORMALLY OCCURRING SIMPLE URINARY PHENOLS. PHENOLIC METABOLITES WERE QUANTITATIVELY ESTIMATED IN HYDROLYZED URINE SAMPLES BY GAS CHROMATOGRAPHY. M-XYLENE ADMINISTERED AT A DOSE OF 100 MG/KG WAS METABOLIZED TO 2,4-DIMETHYLPHENOL TO THE EXTENT OF 0.9% OF THE DOSE GIVEN.

PMID:5422210 BAKKE OM, SCHELINE RR; TOXICOL APPL PHARMACOL 16 (3): 691-700 (1970)


For more Metabolism/Metabolites (Complete) data for 2,4-DIMETHYLPHENOL (6 total), please visit the HSDB record page.


2,4-Dimethylphenol is a known human metabolite of m-xylene.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


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