Please Wait
Applying Filters...
Menu
$ API Ref.Price (USD/KG) : 1Xls
2D Structure
Also known as: 1,6-diaminohexane, Hexamethylenediamine, 124-09-4, Hexane-1,6-diamine, Hmda, 1,6-hexylenediamine
Molecular Formula
C6H16N2
Molecular Weight
116.20  g/mol
InChI Key
NAQMVNRVTILPCV-UHFFFAOYSA-N
FDA UNII
ZRA5J5B2QW

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
hexane-1,6-diamine
2.1.2 InChI
InChI=1S/C6H16N2/c7-5-3-1-2-4-6-8/h1-8H2
2.1.3 InChI Key
NAQMVNRVTILPCV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(CCCN)CCN
2.2 Other Identifiers
2.2.1 UNII
ZRA5J5B2QW
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1,6-diaminohexamethylene

2. 1,6-diaminohexane

3. 1,6-diaminohexane Dihydrochloride

4. 1,6-diaminohexane Dihydrochloride, 1-(11)c-labeled

5. 1,6-diaminohexane Dihydrofluoride

6. 1,6-diaminohexane Monohydrochloride

7. 1,6-hexamethylenediamine

8. 1,6-hexane Diamine

9. 1,6-hexanediamine Methanesulfonate

10. 1,6-hexylenediamine

11. Hexamethyldiamine

12. Hexamethylenediamine

13. Hexane-1,6-diamine

14. Hmda Cpd

2.3.2 Depositor-Supplied Synonyms

1. 1,6-diaminohexane

2. Hexamethylenediamine

3. 124-09-4

4. Hexane-1,6-diamine

5. Hmda

6. 1,6-hexylenediamine

7. 1,6-hexamethylenediamine

8. 1,6-diamino-n-hexane

9. Hexamethylene Diamine

10. Hexylenediamine

11. Diaminohexane

12. Nci-c61405

13. 1,6-hexanediamine (solution)

14. Hex-nh2

15. Nsc 9257

16. H2n(ch2)6nh2

17. Zra5j5b2qw

18. Chembl303004

19. Amides, Vegetable-oil, N,n'-hexanediylbis-

20. Chebi:39618

21. Nsc-9257

22. Dsstox_cid_4922

23. Dsstox_rid_77583

24. Dsstox_gsid_24922

25. 73398-58-0

26. Hexane, 1,6-diamino-

27. 16d

28. Cas-124-09-4

29. Ccris 6224

30. Hsdb 189

31. Einecs 204-679-6

32. Unii-zra5j5b2qw

33. Mfcd00008243

34. Un1783

35. Un2280

36. Hexamethylenediamine Solution

37. Brn 1098307

38. Ai3-37283

39. 1,6diaminohexane

40. 6-aminohexylamine

41. 1,6 Diaminohexane

42. 1,6 Hexanediamine

43. 1.6-diaminohexane

44. 1,6-diamino Hexane

45. 1,6-hexamethylene Diamine

46. Hexamethylenediamine, Solid

47. Hexamethylenediamine, 98%

48. Ec 204-679-6

49. Wln: Z6z

50. Hexamethylene Diamine, Solid

51. Nciopen2_002722

52. Schembl15085

53. Hexamethylenediamine, Solution

54. 4-04-00-01320 (beilstein Handbook Reference)

55. Hexanemethylenediamine-

56. Un 1783 (salt/mix)

57. 1,6-hexandiamine, Vegetable Oil Fatty Acids Diamide

58. Hexamethylene Diamine, Solution

59. Hexamethylenediamine, Solution [un1783] [corrosive]

60. Schembl7090279

61. Dtxsid5024922

62. 1,6-hexanediamine [mi]

63. Nsc9257

64. 1,6-hexanediamine [inci]

65. Zinc1543408

66. Hexamethylene Diamine [hsdb]

67. Tox21_202088

68. Tox21_303123

69. Bbl027705

70. Bdbm50323740

71. Stl281875

72. Akos000118875

73. Db03260

74. Un 2280

75. Ncgc00091677-01

76. Ncgc00091677-02

77. Ncgc00257104-01

78. Ncgc00259637-01

79. Bp-21415

80. Vs-08580

81. Hexamethylenediamine, Technical Grade, 70%

82. D0095

83. Ft-0606994

84. Ft-0666352

85. Ag-690/11351767

86. Hexamethylenediamine, Saj First Grade, >=98.0%

87. Q424936

88. Hexamethylenediamine, Solid [un2280] [corrosive]

89. Hexane-1,6-diamine 100 Microg/ml In Acetonitrile

90. J-504038

91. Z966690422

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 116.20 g/mol
Molecular Formula C6H16N2
XLogP3-0.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass116.131348519 g/mol
Monoisotopic Mass116.131348519 g/mol
Topological Polar Surface Area52 Ų
Heavy Atom Count8
Formal Charge0
Complexity31.5
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 Absorption, Distribution and Excretion

.../HEXAMETHYLENE IS/ ABSORBED THROUGH THE SKIN.

Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 2059


Following oral administration of (14)C-labeled 1,6-diaminohexane to male rats, approx 20% of the administered dose was recovered as (14)CO2 after 72 hr. Urinary and fecal excretion accounted for 47 and 27% of the administered radioactivity, respectively. Of several tissues examined, the highest concn of residual radioactivity were found in the prostate at 24 and 72 hr post-administration.

David RM, Heck HD; Localization of 1,6-(14)C diaminohexane (HMDA) in the prostate and the effects of HMDA on early gestation in Fischer-344 rats; Toxicol Lett 17 (1-2): 49-55 (1983)


An isocyanate generation apparatus was developed and stable isocyanate atmospheres were obtained. At a concn of 5 ug 1,6-hexamethylene diisocyanate (HD) per cu m the precision was found to be 7% (n = 5). Three volunteers were each exposed to the different concn of HI (11.9, 20.5, and 22.1 micrograms/ cu m) and three concns of isophorone diisocyanate (IPDI) (12.1, 17.7, and 50.7 micrograms/cu m), in an exposure chamber. The duration of the exposure was 2 hr. Urine and blood samples were collected, and hydrolyzed under alkaline conditions to the HI and IPDI corresponding amines, 1,6-hexamethylene diamine (HDA) and isophorone diamine (IPDA), determined as their pentafluoropropionic anhydride amides (HDA-PFPA and IPDA-PFPA). The HDA- and IPDA-PFPA derivatives were analyzed using liquid chromatography mass spectrometry with thermospray monitoring negative ions. When working up samples from the exposed persons without hydrolysis, no HDA or IPDA was seen. The average urinary excretion of the corresponding amine was 39% for HI and 27% for IPDI . An association between the estimated inhaled dose and the total excreted amount was seen. The average urinary elimination half-time for HDA was 2.5 hr and for IPDA, 2.8 hr. The hydrolysis condition giving the highest yield of HDA and IPDA in urine was found to be hydrolysis wi the 3 M sodium hydroxide during 4 hr. No HDA or IPDA could be found in hydrolyzed plasma (< ca 0.1 micrograms/l) .

PMID:8567087 Tinnerberg H, et al; Int Arch Occup Environ Health 67 (6): 367-74 (1995)