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Also known as: 366-18-7, 2,2'-dipyridyl, 2,2'-bipyridyl, Bipyridine, 2,2'-dipyridine, 2-(2-pyridyl)pyridine
Molecular Formula
C10H8N2
Molecular Weight
156.18  g/mol
InChI Key
ROFVEXUMMXZLPA-UHFFFAOYSA-N
FDA UNII
551W113ZEP

CAS 366-18-7
A reagent used for the determination of iron.
1 2D Structure

CAS 366-18-7

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-pyridin-2-ylpyridine
2.1.2 InChI
InChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
2.1.3 InChI Key
ROFVEXUMMXZLPA-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=NC(=C1)C2=CC=CC=N2
2.2 Other Identifiers
2.2.1 UNII
551W113ZEP
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2,2 Bipyridine

2. 2,2 Bipyridyl

3. 2,2 Dipyridyl

4. 2,2' Bipyridine

5. 2,2' Dipyridyl

6. 2,2'-dipyridyl

7. 2,2-bipyridine

8. 2,2-bipyridyl

9. 2,2-dipyridyl

10. Alpha,alpha Dipyridyl

11. Alpha,alpha-dipyridyl

12. Bipyridyl

13. Dipyridyl, 2,2

14. Dipyridyl, 2,2'

2.3.2 Depositor-Supplied Synonyms

1. 366-18-7

2. 2,2'-dipyridyl

3. 2,2'-bipyridyl

4. Bipyridine

5. 2,2'-dipyridine

6. 2-(2-pyridyl)pyridine

7. 2,2'-bipyridin

8. Alpha,alpha'-dipyridyl

9. Alpha,alpha'-bipyridyl

10. Bipyridyl

11. Alpha,alpha'-dipyridine

12. Aa-dp

13. 2,2-bipyridyl

14. Dipyridyl

15. 2-pyridin-2-ylpyridine

16. 2-(pyridin-2-yl)pyridine

17. Nsc 1550

18. .alpha.,.alpha.'-bipyridine

19. [2,2]bipyridinyl

20. Nsc 615009

21. Alpha,alpha'-bipyridine

22. Mfcd00006212

23. Umdipyridyl

24. .alpha.,.alpha.'-bipyridyl

25. .alpha.,.alpha.'-dipyridyl

26. [2,2']bipyridinyl

27. .alpha.,.alpha.'-dipyridine

28. Chembl39879

29. Mls000069417

30. Chebi:30351

31. 551w113zep

32. Nsc-1550

33. Ci 588

34. Nsc615009

35. Nsc-615009

36. Bpy

37. Smr000059069

38. 2,2'-bipyridine, 99%

39. 2,2-bipyridine

40. Bipy

41. 2,2 Bipyridyl

42. 2,2' Bipyridine

43. Ccris 3426

44. Hsdb 5423

45. Alpha,alpha'-dwupirydylu [polish]

46. Alpha,alpha'-dwupirydylu

47. Einecs 206-674-4

48. Ci-588

49. Brn 0113089

50. Bi-pyridine

51. Unii-551w113zep

52. Ai3-00491

53. 2-pyridylpyridine

54. 2,2bipyridyl

55. 2'2-bipyridine

56. 2,2'bipyridine

57. 0bp

58. 2, 2-bipyridine

59. 2,2' Bipyridyl

60. [2,2']bipyridyl

61. 2,2''-bipyridyl

62. 2,2''-dipyridyl

63. 2,2''-bipyridine

64. 2,2''-dipyridine

65. 2,2'- Bipyridine

66. 2,2\'-bipyridine

67. 2,2''-bipyridin

68. Alpha, Alpha-dipyridyl

69. 2-pyridin-2-ylpyridin

70. Alpha,alpha''-bipyridyl

71. Alpha,alpha''-dipyridyl

72. Alpha,alpha''-bipyridine

73. Alpha,alpha''-dipyridine

74. Maybridge3_006205

75. Opera_id_1615

76. Lopac-d-7505

77. 2,2'-bipyridine, Acs

78. (ar)-2,2'-bipyridine

79. (as)-2,2'-bipyridine

80. Ec 206-674-4

81. Schembl5922

82. Upcmld00wv-71

83. Dsstox_cid_20635

84. Dsstox_rid_79518

85. Dsstox_gsid_40635

86. Lopac0_000471

87. 5-23-08-00016 (beilstein Handbook Reference)

88. 2,2'-dipyridyl, Acs Grade

89. Wln: T6nj B- Bt6nj

90. Dtxsid9040635

91. Yssj00536

92. 2,2'-bipyridine [mi]

93. Nsc1550

94. 2,2'-bipyridine [hsdb]

95. Hms1448k01

96. Hms2234f20

97. Hms3261o04

98. Hms3371d05

99. Zinc105227

100. Act09618

101. Bcp27263

102. Hy-d0020

103. Str02551

104. Tox21_301430

105. Tox21_500471

106. Bdbm50042874

107. Ccg-54708

108. Stl282738

109. Akos004901459

110. 2,2'-bipyridyl, P.a., 99.5%

111. Ac-7556

112. Am81312

113. Cs-w009134

114. Fs-1056

115. Lp00471

116. Sc11754

117. Sdccgsbi-0050456.p002

118. Idi1_017592

119. Ncgc00015364-01

120. Ncgc00015364-02

121. Ncgc00015364-03

122. Ncgc00015364-04

123. Ncgc00015364-05

124. Ncgc00015364-07

125. Ncgc00093368-02

126. Ncgc00093368-03

127. Ncgc00255575-01

128. Ncgc00261156-01

129. 2,2'-bipyridyl, >=98.0% (nt)

130. Bp-10293

131. Cas-366-18-7

132. Db-013205

133. 2,2'-bipyridyl, Reagentplus(r), >=99%

134. B0468

135. Eu-0100471

136. Ft-0632048

137. Ft-0636412

138. Ft-0637152

139. 66d187

140. D 7505

141. D-7200

142. D-7250

143. D-7255

144. 2,2'-dipyridyl, Jis Special Grade, >=99.0%

145. 2,2'-bipyridyl, Vetec(tm) Reagent Grade, 98%

146. Q209143

147. Sr-01000075829

148. 2,2'-bipyridyl, Pestanal(r), Analytical Standard

149. Sr-01000075829-1

150. Sr-01000075829-3

151. Z57160161

152. F0001-1045

153. 2,2'-bipyridine;2-(pyridin-2-yl)pyridine;2,2'-bipyridine

154. 2,2'-bipyridyl, Anhydrous, Free-flowing, Redi-dri(tm), Reagentplus(r), 99%

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 156.18 g/mol
Molecular Formula C10H8N2
XLogP31.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass156.068748264 g/mol
Monoisotopic Mass156.068748264 g/mol
Topological Polar Surface Area25.8 Ų
Heavy Atom Count12
Formal Charge0
Complexity120
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

Indicators and Reagents

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)


Chelating Agents

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS. (See all compounds classified as Chelating Agents.)


4.2 Absorption, Distribution and Excretion

PYRIDINE & ITS ALKYL DERIVATIVES ARE ABSORBED FROM GI TRACT, INTRAPERITONEAL CAVITY & LUNGS. PERITONEAL ABSORPTION IS APPARENTLY ONLY SLIGHTLY MORE RAPID & COMPLETE THAN GI ABSORPTION ... IN GENERAL THE BASES ARE RAPIDLY ABSORBED THROUGH INTACT SKIN. /ALKYL DERIVATIVES OF PYRIDINE/

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 2719


4.3 Metabolism/Metabolites

2,2'-BIPYRIDINE INHIBITED AROMATIC HYDROXYLATION IN MICROSOMES DERIVED FROM 3-METHYLCHOLANTHRENE TREATED RATS & ENHANCED THIS PROCESS IN MICROSOMES FROM PHENOBARBITAL SODIUM TREATED RATS. 2,2'-BIPYRIDINE PRODUCED A TYPE I BINDING SPECTRUM WITH AEROBIC MICROSOMAL FRACTIONS FROM PHENOBARBITAL SODIUM TREATED RATS & A TYPE II BINDING SPECTRUM WITH MICROSOMES FROM 3-METHYLCHOLANTHRENE TREATED RATS.

PMID:4662096 ANDERS MW; ARCH BIOCHEM BIOPHYS 153 (2): 502 (1972)


4.4 Mechanism of Action

2,2'-DIPYRIDYL, A CHELATOR OF IRON(+2) & INHIBITOR OF PLATELET AGGREGATION WAS STUDIED TO DETERMINE THE MECHANISM OF ITS EFFECTS ON PLATELETS. AT LOW CONCENTRATIONS REQUIRED TO INHIBIT ARACHIDONIC ACID-MEDIATED AGGREGATION, 2,2'-DIPYRIDYL & 4,4'DIPYRIDYL-2HCL INHIBITED THE PLATELET CYCLOOXYGENASE. THE MECHANISM OF INHIBITION OF ADP-INDUCED AGGREGATION WAS INDUCED AGGREGATION, 2,2'-DIPYRIDYL DID NOT ALTER CELL ULTRASTRUCTURE, SEROTONIN OR NUCLEOTIDE CONTENT, OR INTERFERE WITH RELEASE OF ARACHIDONIC ACID-(14)C OR CALCIUM MOVEMENTS. APPARENTLY, THE INHIBITION OF CYCLOOXYGENASE BY LOW CONCENTRATIONS OF THESE COMPOUNDS IS NOT DUE TO BIDENTATE IRON CHELATION, SINCE 4,4'-DIPYRIDYL WAS ALMOST AS EFFECTIVE AS 2,2'-DIPYRIDYL, BUT IS COMPATIBLE WITH BINDING OF THESE INHIBITORS TO THE FE IN THE HEME OF THE CYCLOOXYGENASE.

PMID:7370301 RAO GHR ET AL; BIOCHEM BIOPHYS ACTA 628 (4): 468 (1980)


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