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Chemistry

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Also known as: 1h-indole, 120-72-9, 2,3-benzopyrrole, Indol, 1-benzazole, Ketole
Molecular Formula
C8H7N
Molecular Weight
117.15  g/mol
InChI Key
SIKJAQJRHWYJAI-UHFFFAOYSA-N
FDA UNII
8724FJW4M5

Indole
indole is a natural product found in Tetrastigma hemsleyanum, Lonicera japonica, and other organisms with data available.
1 2D Structure

Indole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1H-indole
2.1.2 InChI
InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H
2.1.3 InChI Key
SIKJAQJRHWYJAI-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C2C(=C1)C=CN2
2.2 Other Identifiers
2.2.1 UNII
8724FJW4M5
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Indole Hydrochloride

2. Indole, 14c-labeled

2.3.2 Depositor-Supplied Synonyms

1. 1h-indole

2. 120-72-9

3. 2,3-benzopyrrole

4. Indol

5. 1-benzazole

6. Ketole

7. 1-azaindene

8. Benzopyrrole

9. 2,3-benzopyrole

10. Caswell No. 498b

11. Indol [german]

12. Indole (natural)

13. 1-benzo(b)pyrrole

14. 1h-benzo[b]pyrrole

15. Fema No. 2593

16. Ccris 4421

17. Hsdb 599

18. Epa Pesticide Chemical Code 025000

19. Benzo[b]pyrrole

20. Ai3-01540

21. 1h-indole, Homopolymer

22. Mfcd00005607

23. Chembl15844

24. Chebi:16881

25. 8724fjw4m5

26. Nsc-1964

27. Indole 100 Microg/ml In Acetonitrile

28. Ncgc00167539-01

29. Dsstox_cid_737

30. Dsstox_rid_75761

31. Dsstox_gsid_20737

32. 82451-55-6

33. Ind

34. Cas-120-72-9

35. Nsc 1964

36. Einecs 204-420-7

37. Benzazole

38. Mono-indole

39. Unii-8724fjw4m5

40. 1-h-indole

41. Indole, 7

42. Indolum

43. Indole (8ci)

44. Indole (white Flake)

45. Indole, 98%

46. 1h-indole (9ci)

47. Indolum [hpus]

48. Indole [fhfi]

49. Indole [hsdb]

50. Indole [fcc]

51. Indole [usp-rs]

52. Indole [mi]

53. Indole, >=99%

54. Schembl698

55. Bmse000097

56. Indole, Analytical Standard

57. Indole, >=99%, Fg

58. Wln: T56 Bmj

59. Bidd:gt0304

60. Schembl940818

61. Indole Benzo-pyrrole

62. Schembl1921769

63. Schembl9559244

64. Dtxsid0020737

65. Amy3411

66. Nsc1964

67. 185l

68. Bcp27232

69. Str01201

70. Tox21_112536

71. Tox21_201677

72. Tox21_302937

73. Bbl011739

74. Bdbm50094702

75. S6358

76. Stl163380

77. Zinc14516984

78. Akos000119629

79. Tox21_112536_1

80. Cg-0501

81. Cs-w001132

82. Db04532

83. Hy-w001132

84. Indole, Puriss., >=98.5% (gc)

85. Ncgc00167539-02

86. Ncgc00167539-03

87. Ncgc00256348-01

88. Ncgc00259226-01

89. Bp-10563

90. Ds-011308

91. Ft-0627211

92. I0021

93. C00463

94. I-0800

95. I-0810

96. Q319541

97. Sr-01000944736

98. Sr-01000944736-1

99. Z57833933

100. F2190-0647

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 117.15 g/mol
Molecular Formula C8H7N
XLogP32.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Exact Mass117.057849228 g/mol
Monoisotopic Mass117.057849228 g/mol
Topological Polar Surface Area15.8 Ų
Heavy Atom Count9
Formal Charge0
Complexity101
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 Metabolism/Metabolites

INDOLE UNDERGOES SCISSION OF PYRROLE RING TO YIELD N-FORMYLANTHRANILIC ACID, AN UNSTABLE COMPD WHICH DECOMP INTO ANTHRANILIC ACID & FORMIC ACID. INDOLE IS FIRST HYDROXYLATED TO GIVE INDOXYL & THEN ISATIN, & IT IS PROBABLY LATTER WHICH UNDERGOES HYDROLYTIC RING OPENING.

Parke, D. V. The Biochemistry of Foreign Compounds. Oxford: Pergamon Press, 1968., p. 69


...INDOLE IS METABOLIZED BY RAT TO INDOXYL, OXINDOLE, 5-HYDROXYOXINDOLE & ISATIN...

Parke, D. V. The Biochemistry of Foreign Compounds. Oxford: Pergamon Press, 1968., p. 45


YIELDS 2,2-BIS(3-INDOLYL)INDOXYL IN HORSERADISH. DEOXYVIOLACEIN IN CHROMOBACTERIUM. CIS-6,7-DIHYDRO-6,7-DIHYDROXYINDOLE PROBABLY IN PSEUDOMONAS. /FROM TABLE/

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. I-2


YIELDS 3,3'-DIINDOLYLACETIC ACID IN PEA. O-FORMAMIDOBENZALDEHYDE IN TECOMA. 3-HYDROXYOXINDOLE IN COCCUS. /FROM TABLE/

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. I-3


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


Indole has known human metabolites that include 6-Hydroxyindole, Indoxyl, and Oxindole.

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


4.2 Mechanism of Action

The effects of heterocyclic cmpd on hepatic xenobiotic metabolizing enzymes were studied in mice. Female CD-1 mice were admin 5 u mol/kg coumarin, trimethylene oxide (TMO), or trimethylene sulfide (TMS) for 6 days by gavage, or benzofuran, indole, or indole-3-carbinol (IC) daily for 10 days. Animals were /sacrificed/ 1 or 2 days after the last dose; livers were removed and assayed for epoxide hydrolase, glutathione-S-transferase (GST), reduced NADH-quinone-reductase (NADH/QR), glucose-6-phosphate-dehydrogenase (G6PDH), glutathione-reductase (GSSG-red), uridine-diphosphate-glucose-dehydrogenase (UDPGDH), aniline-hydroxylase, 7-ethoxycoumarin-deethylase (ECOD), and cytochrome-c-reductase (cyt-c-red) activities, and cytochrome p450. All cmpd except indole, significantly enhanced epoxide hydrolase activity. GST activities were elevated by all cmpd except TMO and TMS. NADH/QR activity was incr only by coumarin and benzofuran. Indole incr only GST, UDPGDH and cyt-c-red activities. IC enhanced GST, UDPGDH, cyt-c-red, epoxide hydrolase and cytochrome p450 and related monooxygenase activities. Benzofuran and coumarin showed more varied responses. Both cmpd incr epoxide hydrolase, GST and NADH/QR activities. Benzofuran decr cytochrome p450 content and elevated ECOD activity.

Heine HS et al; Chemico-Biol Interact 59 (2): 219-30 (1986)


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07-Jan-2021
29-Jan-2025
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ABOUT THIS PAGE

Looking for 120-72-9 / Indole API manufacturers, exporters & distributors?

Indole manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Indole 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 Indole manufacturer or Indole supplier for your needs.

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

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

API | Excipient name

Indole

Synonyms

1h-indole, 120-72-9, 2,3-benzopyrrole, Indol, 1-benzazole, Ketole

Cas Number

120-72-9

Unique Ingredient Identifier (UNII)

8724FJW4M5

About Indole

indole is a natural product found in Tetrastigma hemsleyanum, Lonicera japonica, and other organisms with data available.

Indole Manufacturers

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

click here to find a list of Indole manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Indole Suppliers

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

click here to find a list of Indole suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Indole GMP

Indole 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 Indole 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 Indole GMP manufacturer or Indole GMP API supplier for your needs.

Indole CoA

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

Indole CoA mostly includes findings from lab analyses of a specific batch. For each Indole 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.

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