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Chemistry

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Also known as: 500-38-9, Ndga, Dihydronorguaiaretic acid, Actinex, 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol, Nordihydroguairaretic acid
Molecular Formula
C18H22O4
Molecular Weight
302.4  g/mol
InChI Key
HCZKYJDFEPMADG-UHFFFAOYSA-N

Dihydronorguaiaretic Acid
A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils.
1 2D Structure

Dihydronorguaiaretic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
2.1.2 InChI
InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3
2.1.3 InChI Key
HCZKYJDFEPMADG-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. (r*,s*)-4,4'-(2,3-dimethylbutane-1,4-diyl)bispyrocatechol

2. Acid, Meso-nordihydroguaiaretic

3. Actinex

4. Dihydronorguaiaretic Acid

5. Masoprocol

6. Meso Nordihydroguaiaretic Acid

7. Meso-nordihydroguaiaretic Acid

8. Nordihydroguaiaretic Acid, (r*,s*)-isomer

2.2.2 Depositor-Supplied Synonyms

1. 500-38-9

2. Ndga

3. Dihydronorguaiaretic Acid

4. Actinex

5. 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol

6. Nordihydroguairaretic Acid

7. Norhydroguaiaretic Acid

8. Norguaiaretic Acid, Dihydro-

9. 1,2-benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-

10. Dinorguaiaretic Acid, Dihydro-

11. 4,4'-(2,3-dimethyltetramethylene)dipyrocatechol

12. Nsc 4291

13. 2,3-bis(3,4-dihydroxyphenylmethyl)butane

14. Nordihydroguaretic Acid

15. Pyrocatechol, 4,4'-(2,3-dimethyltetramethylene)di-

16. 4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)

17. Chembl52

18. Nordihydroguaiaretic Acid (unspecified)

19. Butane, 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl-

20. Mls000069451

21. Chebi:7625

22. Beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butane

23. Nsc4291

24. Chx 100; Masoprocol; Meso-ndga

25. Nordihydroguaiaretate

26. 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane

27. Nsc682984

28. 4,4'-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol

29. 4,4'-(2,3-dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)

30. Smr000059049

31. Nordihydroguaiaretic Acid (ndga)

32. Nordihydroguiaretic Acid

33. Ccris 1399

34. Einecs 207-903-0

35. Norguaiaretic Acid, Dihydro

36. Nsc 682984

37. Ai3-23059

38. Ndga;masoprocol

39. Ncgc00015741-06

40. 2,3-dimethyl-1,4-bis(3,4-dihydroxyphenyl)butane

41. Mfcd00002206

42. Lox Inhibitor, N/a

43. Spectrum_001146

44. 4,4'-(2,3-dimethyl-1,4-butanediyl)bis(1,2-benzenediol)

45. Nordihydroguajaretic Acid

46. Spectrum5_000735

47. Dsstox_cid_2437

48. Cid_4534

49. Dsstox_rid_76590

50. Dsstox_gsid_22437

51. Oprea1_368609

52. Kbiogr_002349

53. Kbioss_001626

54. Kbioss_002352

55. Mls002153435

56. Mls006011710

57. Divk1c_000999

58. Schembl135976

59. Gtpl4265

60. Dtxsid5022437

61. Rel-4,4'-((2r,3s)-2,3-dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)

62. Bdbm32020

63. Hczkyjdfepmadg-uhfffaoysa-

64. Hms503g19

65. Kbio1_000999

66. Kbio2_001626

67. Kbio2_002349

68. Kbio2_004194

69. Kbio2_004917

70. Kbio2_006762

71. Kbio2_007485

72. Kbio3_002828

73. Nordihydro Guaiaretic Acid-[d6]

74. 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-1,2-benzenediol

75. Ndga (nordihydroguaiaretic Acid)

76. Cmap_000026

77. Ninds_000999

78. Hms2232l16

79. Hms3370g10

80. Hms3649m15

81. Bcp08590

82. Hy-n0198

83. Tox21_302171

84. 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol

85. S3984

86. Stl570288

87. Akos003367978

88. Ccg-207935

89. Cs-1431

90. Sdccgsbi-0050852.p002

91. Idi1_000999

92. Ndga - Cas 500-38-9

93. Smp2_000272

94. 4,3-dimethyltetramethylene)dipyrocatechol

95. Ncgc00015741-04

96. Ncgc00015741-05

97. Ncgc00015741-08

98. Ncgc00015741-09

99. Ncgc00015741-13

100. Ncgc00089785-02

101. Ncgc00089785-03

102. Ncgc00255380-01

103. Ac-24202

104. As-58406

105. Cas-500-38-9

106. Nci60_003992

107. Wln: Qr Bq D1y1&y1&1r Cq Dq

108. Xn163193

109. D0800

110. Ft-0606781

111. Nordihydroguaiaretic Acid, >=97.0% (hplc)

112. .beta.,.delta.-bis(3,4-dihydroxyphenyl)butane

113. 4,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)

114. F17140

115. N-8500

116. 1, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-

117. Pyrocatechol,4'-(2,3-dimethyltetramethylene)di-

118. 500n389

119. A913176

120. Butane,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl-

121. Sr-01000003007

122. Q7050774

123. Sr-01000003007-2

124. Pyrocatechol,4'- (2,3-diemthyltetramethylene) Di-

125. 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]pyrocatechol

126. .beta.,.gamma.-dimethyl-.alpha.,.delta.-bis(3,4-dihydroxyphenyl)butane

127. 4-[4-[3,4-bis(oxidanyl)phenyl]-2,3-dimethyl-butyl]benzene-1,2-diol

128. Nordihydroguaiaretic Acid, >=90% (hplc), From Larrea Divaricata (creosote Bush)

2.3 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 302.4 g/mol
Molecular Formula C18H22O4
XLogP34.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass302.15180918 g/mol
Monoisotopic Mass302.15180918 g/mol
Topological Polar Surface Area80.9 Ų
Heavy Atom Count22
Formal Charge0
Complexity303
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)


Antioxidants

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)


Lipoxygenase Inhibitors

Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES. (See all compounds classified as Lipoxygenase Inhibitors.)


ANALYTICAL

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ABOUT THIS PAGE

Looking for 500-38-9 / Dihydronorguaiaretic Acid API manufacturers, exporters & distributors?

Dihydronorguaiaretic Acid manufacturers, exporters & distributors 1

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

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

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

API | Excipient name

Dihydronorguaiaretic Acid

Synonyms

500-38-9, Ndga, Actinex, 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol, Nordihydroguairaretic acid, Norhydroguaiaretic acid

Cas Number

500-38-9

About Dihydronorguaiaretic Acid

A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils.

Dihydronorguaiaretic Acid Manufacturers

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

Dihydronorguaiaretic Acid Suppliers

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

Dihydronorguaiaretic Acid GMP

Dihydronorguaiaretic Acid 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 Dihydronorguaiaretic Acid 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 Dihydronorguaiaretic Acid GMP manufacturer or Dihydronorguaiaretic Acid GMP API supplier for your needs.

Dihydronorguaiaretic Acid CoA

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

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

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