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Rhodamine B

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Chemistry

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Also known as: 81-88-9, Basic violet 10, Brilliant pink b, Tetraethylrhodamine, Rhodamine o, Rheonine b

Molecular Formula

C₂₈H₃₁ClN₂O₃

Molecular Weight

479.0 g/mol

InChI Key

PYWVYCXTNDRMGF-UHFFFAOYSA-N

FDA UNII

K7G5SCF8IL

1 2D Structure

Rhodamine B

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[9-(2-carboxyphenyl)-6-(diethylamino)xanthen-3-ylidene]-diethylazanium;chloride

2.1.2 InChI

InChI=1S/C28H30N2O3.ClH/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32;/h9-18H,5-8H2,1-4H3;1H

2.1.3 InChI Key

PYWVYCXTNDRMGF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=CC=CC=C4C(=O)O.[Cl-]

2.2 Other Identifiers

2.2.1 UNII

K7G5SCF8IL

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Rhodamine B Acetate

2. Rhodamine B Chloride

3. Rhodamine B Dihydride

4. Tetraethylrhodamine

2.3.2 Depositor-Supplied Synonyms

1. 81-88-9

2. Basic Violet 10

3. Brilliant Pink B

4. Tetraethylrhodamine

5. Rhodamine O

6. Rheonine B

7. Rhodamine Fb

8. Calcozine Red Bx

9. Symulex Magenta F

10. Rhodamine

11. Rhodamine B Chloride

12. Rhodamine S

13. Geranium Lake N

14. Rhodamine Ba

15. Rhodamine Bf

16. Rhodamine Bl

17. Rhodamine Bn

18. Rhodamine Bs

19. Rhodamine Bx

20. Rhodamine Bxl

21. Rhodamine Bxp

22. Edicol Suppa Rose Bs

23. Acid Brilliant Pink B

24. Symulex Pink F

25. Adc Rhodamine B

26. Rhodamine Fb Cl

27. Ikada Rhodamine B

28. Rhodamine B Extra

29. Basic Rose Extract

30. Iragen Red L-u

31. Aizen Rhodamine Bh

32. Akiriku Rhodamine B

33. Takaoka Rhodamine B

34. Mitsui Rhodamine Bx

35. Rhodamine Ba Export

36. Aizen Rhodamine Bhc

37. Basonyl Red 545

38. C.i. Basic Violet 10

39. Diabasic Rhodamine B

40. Elcozine Rhodamine B

41. D And C Red No. 19

42. Edicol Supra Rose B

43. Rhodamine B Extra S

44. C.i. 45170

45. Rhodamine, Blue Shade

46. Edicol Supra Rose Bs

47. Rhodamine Lake Red B

48. Ci Food Red 15

49. Rhodamine, Tetraethyl-

50. Basic Rose Red

51. Cerise Toner X1127

52. C.i. Food Red 15

53. 9-(2-carboxyphenyl)-3,6-bis(diethylamino)xanthylium Chloride

54. Cogilor Red 321.10

55. Eriosin Rhodamine B

56. Hexacol Rhodamine B Extra

57. D&c Red 19

58. Red No. 213

59. Violet Zasadita 10

60. Food Red 15

61. Rhodamine B 20-7470

62. Rhodamine B Extra M 310

63. Fd And C Red No. 19

64. Symulex Rhodamine B Toner F

65. Rhodamine B500 Hydrochloride

66. Calcozine Rhodamine Bxp

67. 11411 Red

68. Sicilian Cerise Toner A-7127

69. C.i. No. 45170

70. Cosmetic Brilliant Pink Bluish D Conc

71. Ci 45170

72. Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, Chloride

73. Mfcd00011931

74. K7g5scf8il

75. Tetraethyldiamino-o-carboxyphenyl Xanthenyl Chloride

76. Chebi:52334

77. 9-o-carboxyphenyl-6-diethylamino-3-ethylimino-3-isoxanthene, 3-ethochloride

78. Nsc-10475

79. Rhodamineb

80. Basic Violet 10;brilliant Pink B;rhodamine O;tetraethylrhodamine

81. [9-(2-carboxyphenyl)-6-(diethylamino)xanthen-3-ylidene]-diethylazanium;chloride

82. Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, Chloride (1:1)

83. (9-(o-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene) Diethylammonium Chloride

84. Ethanaminium, N-(9-(2-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene)-n-ethyl-, Chloride

85. Rhodamine B500

86. Basonyl Red 540

87. Basonyl Red 545fl

88. Ci Basic Violet 10

89. Rhodamine S [russian]

90. D&c Red No.19

91. Fd&c Red No. 19

92. D&c Red No. 19

93. N-(9-(2-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene)-n-ethylethanaminium Chloride

94. N-[9-(2-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene]-n-ethylethanaminium Chloride

95. D & C Red No.19

96. Ethanaminium, N-[9-(2-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene]-n-ethyl-, Chloride

97. Violet Zasadita 10 [czech]

98. Nsc41837

99. Ccris 3985

100. Hsdb 5244

101. Rhodamine B (c.i. 45170)

102. Einecs 201-383-9

103. Unii-k7g5scf8il

104. Nsc 10475

105. Rhodamines

106. Rhodamine?b

107. [9-(o-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene] Diethylammonium Chloride

108. Rhodamine B 500

109. Rhodamine B Solution

110. Calcozine Rhodamine Bl

111. Calcozine Rhodamine Bx

112. Rhodamine B [mi]

113. Rhodamine B [hsdb]

114. Rhodamine B [iarc]

115. Dsstox_cid_22369

116. Dsstox_rid_80008

117. Ethanaminium, N-(9-(2-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene)-n-ethyl-,chloride

118. Dsstox_gsid_42369

119. Schembl16280

120. Aka213 [inci]

121. D & C Red No. 19

122. Aka213

123. Chembl428971

124. Dtxsid6042369

125. Rose B W 3005

126. Aka-213

127. Amy3544

128. Basic Violet 10 [inci]

129. Hy-y0016

130. Nsc10475

131. Tox21_301450

132. Nsc-41837

133. Akos000283060

134. D&c Red No. 19 (delisted)

135. Ccg-269534

136. Cs-7637

137. Fd&c Red No. 19 (delisted)

138. Ammonium, (9-(o-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene)diethyl-, Chloride

139. Cas-81-88-9

140. N-(9-(2-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene)-n-e- Thylethanaminium Chloride

141. Ncgc00255803-01

142. As-17153

143. C.i. 749

144. Ethanaminium, N-(9-(2-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene)-n-e- Thyl-, Chloride

145. Sy010955

146. D&c Red No. 19 (delisted) [ii]

147. Diethyl-m-aminophenolphthalein Hydrochloride

148. Fd&c Red No. 19 (delisted) [ii]

149. Ft-0622587

150. R0014

151. R0040

152. C19517

153. D88566

154. Q429022

155. Rhodamine B Chloride 100 Microg/ml In Acetonitrile

156. 9-(2-carboxyphenyl)-3,6-bis(diethylamino) Xanthylium Chloride

157. 9-(2-carboxyphenyl)-3,6-bis(diethylamino)xanthenium Chloride

158. 9-(2-carboxyphenyl)-3,6-bis(diethylamino)xanthyliumchloride

159. Wln: T C666 Bo Eyj Euk2&2 Ir Bvq& Mn2&2 &q &g

160. [9-(o-carboxyphenyl)-6-(diethylamino)-3h-xanthen-3-ylidene] Diethyl-ammonium Chloride

161. Xanthylium, 9-(2-carboxyphenyl)-3,6-bis(diethylamino)-, Chloride (1:1), Dimer

162. 14728-79-1

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₂₈H₃₁ClN₂O₃
Molecular Weight	479.0 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	7
Exact Mass	478.2023205 g/mol
Monoisotopic Mass	478.2023205 g/mol
Topological Polar Surface Area	52.8 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	811
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	2

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 Absorption, Distribution and Excretion

... WAS METABOLIZED SIMILARLY IN DOGS, RATS & RABBITS, AS EVIDENCED BY CHROMATOGRAPHIC ANALYSIS OF THEIR URINE & FECAL EXTRACTS. CMPD WAS EXTENSIVELY ABSORBED FROM GI TRACT: OF 1% GIVEN IN DIET, ONLY 3-5% WAS RECOVERED UNCHANGED IN URINE & FECES.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V16 227 (1978)

RHODAMINE B EXHIBITS HIGH PLASMA PROTEIN BINDING.

INTENSITY OF DYE COLOR IN PANCREATIC JUICE OF DOGS DECR IN ORDER: BASIC FUCHSINE, ACRIDINE RED, NEW FUCHSINE, RHODAMINE B, PHENOL RED, RHODAMINE 6G.

PMID:4469707 HONG SS; YONSEI MED J 15 (2): 51 (1974)

The adsorption equilibrium (as determined by Langmuir's or Freundlich's equations) of microbial suspensions containing Rhodamine B, and melting temperature of Rhodamine B-calf thymus DNA solution were determined. The adsorption constant of dye to cells for Rhodamine B was 6.86 cal/mol (adsorptive affinity in Langmuir's equation) and 2.86 (for the constant K in Freundlich's equation). Melting temperature values for Rhodamine B calf thymus DNA solution increased with dye concentration.

PMID:2495832 Ogawa T et al; Bull Environ Contam Toxicol 42 (3): 402-8 (1989)

4.3 Metabolism/Metabolites

... DE-ETHYLATED ENZYMATICALLY; 2 OF 3 OBSERVED METABOLITES WERE IDENTIFIED AS N,N'-DIETHYL-3,6-DIAMINOFLUORAN & 3,6-DIAMINOFLUORAN.

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