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Also known as: Anthranilamide, 88-68-6, Benzamide, 2-amino-, O-aminobenzamide, 2-carbamoylaniline, Aminobenzamide
Molecular Formula
C7H8N2O
Molecular Weight
136.15  g/mol
InChI Key
PXBFMLJZNCDSMP-UHFFFAOYSA-N
FDA UNII
Q1M2WEK6VA

CAS 88-68-6
2-aminobenzamide is a natural product found in Streptomyces with data available.
1 2D Structure

CAS 88-68-6

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-aminobenzamide
2.1.2 InChI
InChI=1S/C7H8N2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H2,9,10)
2.1.3 InChI Key
PXBFMLJZNCDSMP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C(C(=C1)C(=O)N)N
2.2 Other Identifiers
2.2.1 UNII
Q1M2WEK6VA
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anthranilamide

2. Ortho-aminobenzamide

2.3.2 Depositor-Supplied Synonyms

1. Anthranilamide

2. 88-68-6

3. Benzamide, 2-amino-

4. O-aminobenzamide

5. 2-carbamoylaniline

6. Aminobenzamide

7. Anthranilimidic Acid

8. Anthranilic Acid Amide

9. Benzamide, O-amino-

10. 2-amino-benzamide

11. Anthranilamide (van)

12. O-aminobenzamide (van)

13. 2-aminobenzamide (van)

14. Anthranilimidic Acid (van)

15. Benzoic Acid, 2-amino-, Amide

16. 28144-70-9

17. Mfcd00007981

18. Benzamide, O-amino- (van)

19. 2-aminobenzimidic Acid

20. Q1m2wek6va

21. Nsc-38768

22. Hsdb 5261

23. Benzenecarboximidicacid, 2-amino-

24. Einecs 201-851-2

25. Unii-q1m2wek6va

26. Nsc 38768

27. Brn 0508509

28. Amino-benzamide

29. Ai3-28018

30. O-carbamoylaniline

31. Oxytocin-d5

32. O-amino-benzamide

33. 2-aminobenz-amide

34. 2-amino Benzamide

35. Ortho-aminobenzamide

36. 2- Amino-benzamide

37. 2-amino Benzamide, 7

38. 2-aminobenzenecarboxamide

39. Anthranilamide, >=98%

40. Dsstox_cid_1789

41. Aminobenzamide, 2-

42. Dsstox_rid_76327

43. Dsstox_gsid_21789

44. Oprea1_246280

45. Schembl38228

46. 4-14-00-01010 (beilstein Handbook Reference)

47. Mls001066328

48. Chembl43175

49. 2-amino-benzamideanthranilamide

50. 2-aminobenzamide [hsdb]

51. Dtxsid2021789

52. Schembl11068162

53. Bdbm33219

54. Chebi:193638

55. Hms1732d11

56. Hms2269g08

57. Zinc152578

58. Cs-d1680

59. Nsc38768

60. Str02027

61. Tox21_200412

62. Bbl012278

63. Stl163592

64. Benzamide, O-amino- (van) (8ci)

65. Akos000119694

66. Ps-5040

67. Cas-88-68-6

68. Discontinued. Please See O878507

69. 2-carbamoylaniline, Anthranilimidic Acid

70. Ncgc00247015-01

71. Ncgc00247015-02

72. Ncgc00257966-01

73. Ac-20346

74. Smr000112353

75. Sy001144

76. Db-022491

77. A0262

78. Ft-0611226

79. D71115

80. 2-aminobenzamide 100 Microg/ml In Acetonitrile

81. A842842

82. At-057/40177776

83. W-100391

84. Q27286892

85. Z57036632

86. F3329-0460

87. Anthranilamide, Matrix Substance For Maldi-ms, >=99.0% (hplc)

88. 2ae

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 136.15 g/mol
Molecular Formula C7H8N2O
XLogP30.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass136.063662883 g/mol
Monoisotopic Mass136.063662883 g/mol
Topological Polar Surface Area69.1 Ų
Heavy Atom Count10
Formal Charge0
Complexity136
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 MeSH Pharmacological Classification

Fluorescent Dyes

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. (See all compounds classified as Fluorescent Dyes.)


4.2 Metabolism/Metabolites

Recent experiments with administration of anthranilic acid in rats afforded two new metabolites; anthranilamide and a light blue fluorescent substance. Administration of anthranilamide to rats resulted in urinary excretion of two main metabolites which were isolated from urine as 3-hydroxyanthranilamide-O-sulfate and 5-hydroxyanthranilamide-O-sulfate. This fact showed that anthranilamide is hydroxylated and then conjugated in vivo. Hydroxylation of anthranilamide was found to be catalyzed by drugs hydroxylation system but not by the microsomes alone, and is a specific reaction activated by a protein component contained in the soluble fraction. The purified protein component was recognized that it was bluish green protein containing copper and zinc, and its molecular weight was 25,700. This protein component had no effect on the metabolism of drugs by liver microsomes but showed specific activation of hydroxylation of 2-aminobenzoyl compounds.

PMID:1244107 Ishiguro I et al; Acta Vitaminol Enzymol 29 (6): 278-82 (1975)


4.3 Mechanism of Action

ADP-ribose synthesis inhibitor

PMID:2147666 Kuykendall JR et al; Differentiation 44 (1): 69-73 (1990)


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