1. (r*,s*)-4,4'-(2,3-dimethylbutane-1,4-diyl)bispyrocatechol
2. Acid, Meso-nordihydroguaiaretic
3. Actinex
4. Dihydronorguaiaretic Acid
5. Meso Nordihydroguaiaretic Acid
6. Meso-nordihydroguaiaretic Acid
7. Nordihydroguaiaretic Acid
8. Nordihydroguaiaretic Acid, (r*,s*)-isomer
1. Meso-ndga
2. 27686-84-6
3. Meso-nordihydroguaiaretic Acid
4. Actinex
5. Masoprocolum
6. Masoprocolum [inn-latin]
7. Chx 100
8. Chx-100
9. Meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol
10. 1,2-benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-, (r*,s*)-
11. 4,4'-((2r,3s)-2,3-dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)
12. Nordihydroguaiaretic Acid From Larrea Divaricata (creosote Bush)
13. 7bo8g1byqu
14. Insm18
15. Insm-18
16. Chembl313972
17. Erythro-nordihydroguaiaretic Acid
18. Chebi:73468
19. 4-[(2s,3r)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
20. Nsc-4291
21. Nsc-682984
22. Meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane
23. Meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
24. Meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)
25. Nordihydroguaiaretate
26. Masoprocol [usan:inn]
27. Meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
28. Meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan
29. 1,2-benzenediol, 4,4'-((2r,3s)-2,3-dimethyl-1,4-butanediyl)bis-, Rel-
30. 1,2-benzenediol, 4,4'-[(2r,3s)-2,3-dimethyl-1,4-butanediyl]bis-, Rel-
31. 4-[(2r,3s)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
32. 4-[(2s,3r)-3-[(3,4-dihydroxyphenyl)methyl]-2-methylbutyl]benzene-1,2-diol
33. Nordihydroguiaretic Acid
34. Einecs 248-606-6
35. Unii-7bo8g1byqu
36. Nordihydroguaiaretic Acid (ndga)
37. (r*,s*)-4,4'-(2,3-dimethylbutane-1,4-diyl)bispyrocatechol
38. 4-((2r,3s)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl)benzene-1,2-diol
39. Ncgc00015741-06
40. Actinex (tn)
41. Nordihydroguaiaretic Acid (meso-form)
42. Nordihydroguaiaretsaure
43. Oristar Nhga
44. Masoprocol [inn]
45. Masoprocol (usan/inn)
46. Lopac-n-5023
47. Masoprocol [usan]
48. Masoprocol [vandf]
49. Masoprocol [mart.]
50. Schembl3818
51. Dsstox_cid_25178
52. Dsstox_rid_80726
53. Masoprocol [who-dd]
54. Dsstox_gsid_45178
55. Lopac0_000877
56. Bidd:er0127
57. Dtxsid5045178
58. Masoprocol [orange Book]
59. Rel-4,4'-((2r,3s)-2,3-dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)
60. Bdbm22372
61. Masoprocol (nordihydroguaiaretic)
62. Zinc12342
63. Hms3262p15
64. Tnp00263
65. Tox21_110210
66. Tox21_500877
67. Nordihydroguaiaretic Acid [mi]
68. Akos016014015
69. Ccg-204959
70. Db00179
71. Lp00877
72. Nordihydroguaiaretic Acid [inci]
73. Ncgc00015741-01
74. Ncgc00015741-02
75. Ncgc00015741-03
76. Ncgc00015741-07
77. Ncgc00094201-01
78. Ncgc00094201-02
79. Ncgc00094201-03
80. Ncgc00094201-04
81. Ncgc00094201-05
82. Ncgc00094201-06
83. Ncgc00261562-01
84. Nordihydroguaiaretic Acid [who-dd]
85. Cas-27686-84-6
86. Hy-109500
87. Cs-0031186
88. Eu-0100877
89. D04862
90. N 5023
91. 686b846
92. Sr-01000076028
93. Ncgc00015741-06!nordihydroguaiaretic Acid
94. Q6783851
95. Sr-01000076028-1
96. Meso-4,4'-(2,3-dimethyltetrameth-ylene)dipyrocatechol
97. 4,4'-[(2r,3s)-2,3-dimethyl-1,4-butanediyl]biscatechol
98. 4,4'-((2r,3s)-2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol
99. 4-[(2r,3s)-4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol
100. 1050512-02-1
| Molecular Weight | 302.4 g/mol |
|---|---|
| Molecular Formula | C18H22O4 |
| XLogP3 | 4.3 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 302.15180918 g/mol |
| Monoisotopic Mass | 302.15180918 g/mol |
| Topological Polar Surface Area | 80.9 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 303 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
Used for the treatment of actinic keratoses (precancerous skin growths that can become malignant if left untreated).
Masoprocol is a novel antineoplastic agent. It is not known exactly how masoprocol works. Laboratory experiments have shown that masoprocol prevents cells similar to the ones found in actinic keratoses from multiplying. Masoprocol was withdrawn from the U.S. market in June 1996.
Antioxidants
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)
Lipoxygenase Inhibitors
Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES. (See all compounds classified as Lipoxygenase Inhibitors.)
Cyclooxygenase Inhibitors
Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)
L - Antineoplastic and immunomodulating agents
L01 - Antineoplastic agents
L01X - Other antineoplastic agents
L01XX - Other antineoplastic agents
L01XX10 - Masoprocol
Absorption
Less than 1%-2% is absorbed through the skin over a 4-day period following application.
Although the exact mechanism of action is not known, studies have shown that masoprocol is a potent 5-lipoxygenase inhibitor and has antiproliferative activity against keratinocytes in tissue culture, but the relationship between this activity and its effectiveness in actinic keratoses is unknown. Masoprocol also inhibits prostaglandins but the significance of this action is not yet known.
