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1. 4-nitrophenol, (18)o-labeled Cpd
2. 4-nitrophenol, 1-(13)c-labeled Cpd
3. 4-nitrophenol, 14c-labeled Cpd
4. 4-nitrophenol, 2,6-(13)c2-labeled Cpd
5. 4-nitrophenol, 2,6-(14)c2-labeled Cpd
6. 4-nitrophenol, 2-(14)c-labeled Cpd
7. 4-nitrophenol, Aluminum Salt
8. 4-nitrophenol, Ammonium Salt
9. 4-nitrophenol, Cesium Salt
10. 4-nitrophenol, Copper(1+) Salt
11. 4-nitrophenol, Ion(1-)
12. 4-nitrophenol, Ion(1-) Hydride
13. 4-nitrophenol, Iron(3+) Salt
14. 4-nitrophenol, Lithium Salt
15. 4-nitrophenol, Manganese (2+) Salt
16. 4-nitrophenol, Manganese Salt
17. 4-nitrophenol, Potassium Salt
18. 4-nitrophenol, Silver(2+) Salt
19. 4-nitrophenol, Sodium Salt
20. 4-nitrophenol, Sodium Salt, (2:1), Dihydrate
21. 4-nitrophenol, Tin (2+) Salt
22. 4-nitrophenol, Tin (4+) Salt
23. 4-nitrophenol, Zinc Salt
24. P-nitrophenol
1. P-nitrophenol
2. 100-02-7
3. Phenol, 4-nitro-
4. Niphen
5. Paranitrophenol
6. 4-hydroxynitrobenzene
7. P-hydroxynitrobenzene
8. Phenol, P-nitro-
9. Para-nitrophenol
10. Mononitrophenol
11. Paranitrofenol
12. Paranitrofenolo
13. P-nitrofenol
14. 4-nitrofenol
15. Rcra Waste Number U170
16. Caswell No. 603
17. Nci-c55992
18. P-nitrofenol [czech]
19. Paranitrofenol [dutch]
20. 4-nitrofenol [dutch]
21. Paranitrofenolo [italian]
22. 1-hydroxy-4-nitrobenzene
23. Pnp
24. Paranitrophenol [french,german]
25. 4-nitro-phenol
26. Rcra Waste No. U170
27. Nsc 1317
28. Un1663
29. Epa Pesticide Chemical Code 056301
30. Chebi:16836
31. Ai3-04856
32. Mfcd00007331
33. Y92zl45l4r
34. Nsc-1317
35. P-nitrophenol [un1663] [poison]
36. 4-nitrophenol-15n
37. Dsstox_cid_1834
38. Dsstox_rid_76356
39. Dsstox_gsid_21834
40. Cas-100-02-7
41. Npo
42. Ccris 2316
43. Hsdb 1157
44. Einecs 202-811-7
45. Unii-y92zl45l4r
46. P-nitro Phenol
47. 4-nitryl Phenol
48. 4- Nitrophenol
49. 4-nitro Phenol
50. 4-nitrophenol-
51. 4-nitrophenol,
52. 3qvu
53. Rpn
54. Nitrophenol, P-
55. Phenol,4-nitro
56. Para Nitro Phenol
57. Wln: Wnr Dq
58. 4-hydroxy-1-nitrobenzene
59. Bmse000223
60. Epitope Id:161303
61. O2nc6h4oh
62. Ec 202-811-7
63. P-nitrophenol [mi]
64. Schembl1839
65. 4-nitrophenol [hsdb]
66. Chembl14130
67. P-nitrophenol [mart.]
68. Sgcut00249
69. Sr-1c2
70. 4-nitrophenol Solution, 10 Mm
71. 4-nitrophenol, Puriss., 99%
72. Dtxsid0021834
73. H-m-fluoro-d-phe-omehcl
74. Schembl13906248
75. Schembl14501907
76. Bdbm31678
77. Nsc1317
78. 4-nitrophenol, Reference Material
79. To_000002
80. Tox21_202444
81. Tox21_300117
82. 4-nitrophenol, Reagent Grade, 98%
83. S6196
84. Stl281865
85. Zinc34828682
86. Akos000118985
87. 4-nitrophenol, Spectrophotometric Grade
88. Acetaminophen Related Compound F
89. Db04417
90. Ncgc00247904-01
91. Ncgc00247904-02
92. Ncgc00254220-01
93. Ncgc00259993-01
94. 4-nitrophenol 100 Microg/ml In Methanol
95. 4-nitrophenol, Reagentplus(r), >=99%
96. As-13146
97. Bp-20405
98. 4-nitrophenol 10 Microg/ml In Acetonitrile
99. Ds-005476
100. Ft-0600022
101. Ft-0672814
102. N0161
103. N0162
104. N0220
105. Paracetamol Impurity F [ep Impurity]
106. 4-nitrophenol, Jis Special Grade, >=99.0%
107. C00870
108. N-3600
109. N-3610
110. 4-nitrophenol, Pestanal(r), Analytical Standard
111. A800004
112. Acetaminophen Related Compound F [usp-rs]
113. Ae-562/40217722
114. Q656269
115. Z57127483
116. F9995-1636
117. 4-nitrophenol, Certified Reference Material, Tracecert(r)
118. 4-nitrophenol Solution, Stock Solution, For Mass Spectrometry
119. 4-nitrophenol Solution, Working Solution, For Mass Spectrometry
120. 4-nitrophenol Solution, Certified Reference Material, 5000 Mug/ml In Methanol
121. Acetaminophen Related Compound F, United States Pharmacopeia (usp) Reference Standard
122. 4-nitrophenol (acetaminophen Related Compound F)(paracetamol Impurity F), Pharmaceutical Secondary Standard; Certified Reference Material
| Molecular Weight | 139.11 g/mol |
|---|---|
| Molecular Formula | C6H5NO3 |
| XLogP3 | 1.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 139.026943022 g/mol |
| Monoisotopic Mass | 139.026943022 g/mol |
| Topological Polar Surface Area | 66 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 123 |
| 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 |
... Shown to permeate the skin and produce damage at threshold concentration of 0.9 percent (wt/vol).
USEPA; Ambient Water Quality Criteria Doc: Nitrophenol p.C-13 (1980) EPA 440/5-80-063
Excretion by mice, rats, rabbits, and guinea pigs is ... rapid. Most doses were completely eliminated from blood within 2 hr after admin. Rates at which 4-nitrophenol disappeared from blood decreased in following descending order: mouse, rabbit, guinea pig, rat, and monkey.
National Research Council. Drinking Water & Health, Volume 4. Washington, DC: National Academy Press, 1981., p. 232
Elimination of 4-nitrophenol by monkey following oral and ip doses of 20 mg/kg ... complete within 5 hr.
National Research Council. Drinking Water & Health, Volume 4. Washington, DC: National Academy Press, 1981., p. 232
The distribution of phenol, p-cyanophenol, p-nitrophenol, p-hydroxybenzoic-acid, and p-heptyloxyphenol after intraperitoneal (ip) and dermal exposure was examined. Young female Fischer-344-rats were exposed to radiolabeled phenol and p-substituted phenol congeners via ip administration at a dose of 2.5 ug or dermal administration at a dose of 5 ug. ... Following ip administration, urinary excretion rates ranged from 8% of the dose per hour for heptyloxyphenol to 20 to 25% of the dose per hour for phenol, cyanophenol, hydroxybenzoic-acid, and nitrophenol. After 120 hr, 87% to 97% and 1% to 4% of the phenol, cyanophenol, hydroxybenzoic-acid, and nitrophenol doses were excreted in the urine and feces, respectively. ... Carcasses contained 0.5% of the phenol, cyanophenol, and nitrophenol doses and 7% to 10% of the heptyloxyphenol and hydroxybenzoic-acid doses. After dermal administration, urinary excretion rates ranged from 0.4% of the dose per hour for hydroxybenzoic-acid to 10% of the dose per hour for phenol. After 120 hr, urinary and fecal excretion of the phenol, cyanophenol, and nitrophenol doses ranged from 65% to 77% and 1% to 3% of the dose, respectively. ... After 120 hr, dermal absorption ranged from less than 2.3% of the hydroxybenzoic-acid dose to 80% of the phenol dose. ... The ionization potential of the p-substituted functional group may affect the dermal absorption of phenol congeners.
PMID:9301654 Hughes MF, Hall LL; Food and Chemical Toxicology 35 (7): 697-704 (1997)
For more Absorption, Distribution and Excretion (Complete) data for 4-NITROPHENOL (7 total), please visit the HSDB record page.
Rana temporaria and Xenopus laevis excrete 90-95% dose, and metabolize 50-65% dose of phenol, 4-nitrophenol, and 2-methylphenol within 24 hr, to about the same extent. Kinetic data for the excretion of phenols from both species fit a 2 compartment model. The elimination constants of Rana and Xenopus are not significantly different. Metabolism is mostly conjugation by glucuronidation and sulfation of the original phenols. Additionally, oxidations leading to dihydroxyphenols and benzoic acid from 2-methylphenol, and reduction of 4-nitrophenol, occur, followed by conjugation. There is an important difference between the metabolite patterns of Rana and Xenopus in that the latter is unable to glucuronidate phenols. As the amt of metabolites produced is similar in both species, Xenopus compensates for its inability to glucuronidate by increasing other metabolites.
PMID:3501639 Goerge G et al; Xenobiotica 17 (11): 1293-8 (1987)
In vivo studies with nitrophenols ... meta-& para-nitrophenol are reduced more readily than the ortho isomer ...
Testa, B. and P. Jenner. Drug Metabolism: Chemical & Biochemical Aspects. New York: Marcel Dekker, Inc., 1976., p. 125
p-Nitrophenol yields p-aminophenol in rat, bass, carp, catfish, lamprey, perch, pike, salmon, sturgeon. Yields p-aminophenol & p-nitrophenyl sulfate, 4-nitrocatechol in rabbit. From table/
Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. N-18
Sulfate conjugation of 4-nitrophenol ... is decreased during pregnancy in rabbits ... and increases with age in rat, guinea pig, and humans ... relative rates of glucuronide versus sulfate conjugation of 4-nitrophenol may depend on levels of phenol present.
National Research Council. Drinking Water & Health, Volume 4. Washington, DC: National Academy Press, 1981., p. 233
For more Metabolism/Metabolites (Complete) data for 4-NITROPHENOL (14 total), please visit the HSDB record page.
4-Nitrophenol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid and 4-nitrocatechol (4NC).
4-Nitrophenol is a known human metabolite of 4-nitroanisole.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
The pharmacokinetics and placental transfer of a single oral dose of 100 mg/kg (10 uCi/kg, 16% of acute oral LD50) of uniformly phenyl-labeled (14)C-p-nitrophenol were investigated in pregnant Sprague-Dawley rats at 14-18 days of gestation. ... The half-lives of elimination of (14)C were 34.65 hr and 69.30 hr for maternal and fetal plasma, respectively. ...
PMID:11043494 Abu-Qare AW et al; Arch Toxicol 74 (7): 388-96 (2000)
The effects of phenobarbital treatment on the biotransformation of parathion by intact mouse liver were investigated, and the subsequent effect of phenobarbital on the acute toxicity of parathion were examined. Daily intraperitoneal treatment of male Hla(SW)BR Swiss Webster mice with 80 mg/kg phenobarbital for 4 days induced hepatic cytochrome p450 content, as well as hepatic oxidative activation and oxidative detoxification of parathion, while antagonizing the acute toxicity of parathion without directly affecting tissue cholinesterase activities. Perfusion of mouse livers from control and phenobarbital treated mice resulted in the generation of paraoxon, p-nitrophenol, and p-nitrophenyl sulfate, and p-nitrophenyl glucuronide; phenobarbital increased production of p-nitrophenol, p-nitrophenyl glucuronide, and p-nitrophenyl sulfate from livers perfused with parathion but had no effect on the production of paraoxon.
PMID:3764930 Sultatos LG; Toxicol Appl Pharmacol 86 (1): 105-11 (1986)
Nitrophenols interfere with normal metabolism by uncoupling oxidative phosphorylation. For the mononitrophenols, the order of severity of effects is 4->3-> 2-nitrophenol.
USEPA; Nitrophenols: Hazard Profile (Draft) p.18 (1980)
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