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Chemistry

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Also known as: 554-84-7, M-nitrophenol, 3-hydroxynitrobenzene, Phenol, 3-nitro-, M-hydroxynitrobenzene, Phenol, m-nitro-
Molecular Formula
C6H5NO3
Molecular Weight
139.11  g/mol
InChI Key
RTZZCYNQPHTPPL-UHFFFAOYSA-N
FDA UNII
T6P4T52V9W

3-Nitrophenol
1 2D Structure

3-Nitrophenol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-nitrophenol
2.1.2 InChI
InChI=1S/C6H5NO3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H
2.1.3 InChI Key
RTZZCYNQPHTPPL-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC(=CC(=C1)O)[N+](=O)[O-]
2.2 Other Identifiers
2.2.1 UNII
T6P4T52V9W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. M-nitrophenol

2.3.2 Depositor-Supplied Synonyms

1. 554-84-7

2. M-nitrophenol

3. 3-hydroxynitrobenzene

4. Phenol, 3-nitro-

5. M-hydroxynitrobenzene

6. Phenol, M-nitro-

7. M-nitrofenol

8. Meta-nitrophenol

9. 3-nitro-phenol

10. 1-hydroxy-3-nitrobenzene

11. Nsc 1551

12. T6p4t52v9w

13. Chebi:34346

14. Nsc-1551

15. M-nitrofenol [czech]

16. Crump Leather-lasting Dressing

17. Ccris 2315

18. Hsdb 1337

19. Einecs 209-073-5

20. Unii-t6p4t52v9w

21. Ai3-08825

22. 5-nitrophenol

23. 3-nitro Phenol

24. Mfcd00007240

25. Nitrophenol, 3-

26. Wln: Wnr Cq

27. Dsstox_cid_5765

28. M-nitrophenol [mi]

29. Dsstox_rid_77916

30. Dsstox_gsid_25765

31. Schembl50135

32. Mls002415747

33. 3-nitrophenol [hsdb]

34. Bidd:er0534

35. Chembl13888

36. Sr-1c3

37. 3-nitrophenol, Puriss., 99%

38. Dtxsid2025765

39. Schembl13815837

40. Nsc1551

41. Hms3039h09

42. Str00679

43. Zinc1576887

44. Tox21_200022

45. Stk290830

46. Akos000119831

47. Akos015831340

48. Akos024268500

49. M-nitrophenol [un1663] [poison]

50. 3-nitrophenol, Reagentplus(r), 99%

51. Ac-3123

52. Ncgc00090900-01

53. Ncgc00090900-02

54. Ncgc00257576-01

55. Cas-554-84-7

56. Smr001370910

57. Db-024131

58. 3-nitrophenol 100 Microg/ml In Cyclohexane

59. 3-nitrophenol, Purum, >=98.0% (hplc)

60. Ft-0616257

61. N0217

62. N-3595

63. A830666

64. Ae-562/40296193

65. Q3598793

66. Z57160187

67. F0001-1455

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 139.11 g/mol
Molecular Formula C6H5NO3
XLogP32
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass139.026943022 g/mol
Monoisotopic Mass139.026943022 g/mol
Topological Polar Surface Area66 Ų
Heavy Atom Count10
Formal Charge0
Complexity131
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

The retention of radiolabeled 3-nitrophenol by various tissues of frog and crayfish following admin of 5 mg/kg via the lymph sac in frog and 3 mg/kg via pericardial injection in crayfish gradually decr in each organ except the gall bladder of the frog and the gut contents. In frogs, biliary excretion was minor compared with renal elimination, whereas in crayfish the gills represented the major route of excretion.

PMID:6974576 Nagel R, Urich K; Bull Environ Contam Toxicol 26 (3): 289-94 (1981)


The permeation of nitrophenols through epidermal cells from newborn rat skin cultured on type IV collagen-coated Millipore filters was studied under various conditions. The order of permeation through the cultured skin cells was found to be p-> m- > o-nitrophenol at both 10 and approx 37 C. This order was the same as that of their affinities to isolated skin cells. The permeation of nitrophenols was not inhibited by the inhibitors of energy transduction 2-deoxyglucose and NaN3. These results suggest that the permeation of nitrophenols across a cultured cell layer occurs by simple diffusion. The order of permeation of nitrophenols across newborn abdominal epidermis was exactly the opposite of that of their permeation across a cultured cell layer.

PMID:2076563 Ohkura K et al; Chem Pharm Bull (TOKYO) 38 (10):2788-91 (1990)


4.2 Metabolism/Metabolites

Yields m-aminophenol, 4-nitrocatechol, m-nitrophenyl-beta-d-glucuronide, m-nitrophenyl sulfate, & nitroquinol in rabbit.

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. N-17


M-nitrophenyl-beta-d-glucoside in fly. Yields m-nitroanisole in guinea pig. /From table/

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. N-17


The metabolism of nitrobenzene in male Fischer-344 rats, CD rats, and B6C3F1 mice was examined. m-Nitrophenol was one of the metabolites which was excreted as the sulfate ester by Fischer-344 rats and sulfate ester and glucuronide by CD rats. B6C3F1 mice excreted the same metabolites (except the glucuronide of m-nitrophenol) in the urine as did CD rats and also excreted p-aminophenol sulfate. In all 3 animal strains, urinary excretion of nitrobenzene metabolites peaked 12-24 hr after oral admin of nitrobenzene.

PMID:6836574 Rickert DE et al; Toxicol Appl Pharmacol 67 (2): 206-14 (1983)


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


For more Metabolism/Metabolites (Complete) data for 3-NITROPHENOL (10 total), please visit the HSDB record page.


4.3 Mechanism of Action

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)


ABOUT THIS PAGE

Looking for 554-84-7 / 3-Nitrophenol API manufacturers, exporters & distributors?

3-Nitrophenol manufacturers, exporters & distributors 1

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PharmaCompass offers a list of 3-Nitrophenol API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right 3-Nitrophenol manufacturer or 3-Nitrophenol supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred 3-Nitrophenol manufacturer or 3-Nitrophenol supplier.

PharmaCompass also assists you with knowing the 3-Nitrophenol API Price utilized in the formulation of products. 3-Nitrophenol API Price is not always fixed or binding as the 3-Nitrophenol Price is obtained through a variety of data sources. The 3-Nitrophenol Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

3-Nitrophenol

Synonyms

554-84-7, M-nitrophenol, 3-hydroxynitrobenzene, Phenol, 3-nitro-, M-hydroxynitrobenzene, Phenol, m-nitro-

Cas Number

554-84-7

Unique Ingredient Identifier (UNII)

T6P4T52V9W

3-Nitrophenol Manufacturers

A 3-Nitrophenol manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of 3-Nitrophenol, including repackagers and relabelers. The FDA regulates 3-Nitrophenol manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. 3-Nitrophenol API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

3-Nitrophenol Suppliers

A 3-Nitrophenol supplier is an individual or a company that provides 3-Nitrophenol active pharmaceutical ingredient (API) or 3-Nitrophenol finished formulations upon request. The 3-Nitrophenol suppliers may include 3-Nitrophenol API manufacturers, exporters, distributors and traders.

3-Nitrophenol GMP

3-Nitrophenol Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of 3-Nitrophenol GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right 3-Nitrophenol GMP manufacturer or 3-Nitrophenol GMP API supplier for your needs.

3-Nitrophenol CoA

A 3-Nitrophenol CoA (Certificate of Analysis) is a formal document that attests to 3-Nitrophenol's compliance with 3-Nitrophenol specifications and serves as a tool for batch-level quality control.

3-Nitrophenol CoA mostly includes findings from lab analyses of a specific batch. For each 3-Nitrophenol CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

3-Nitrophenol may be tested according to a variety of international standards, such as European Pharmacopoeia (3-Nitrophenol EP), 3-Nitrophenol JP (Japanese Pharmacopeia) and the US Pharmacopoeia (3-Nitrophenol USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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