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Synopsis

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Chemistry

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Also known as: Bucladesine, 16980-89-5, Sodium dibutyryl camp, Bucladesine sodium salt, Dibutyryl-camp sodium salt, Dibutyryl-camp

Molecular Formula

C₁₈H₂₃N₅NaO₈P

Molecular Weight

491.4 g/mol

InChI Key

KRBZRVBLIUDQNG-JBVYASIDSA-M

FDA UNII

4DZN2C97A7

A cyclic nucleotide derivative that mimics the action of endogenous CYCLIC AMP and is capable of permeating the cell membrane. It has vasodilator properties and is used as a cardiac stimulant. (From Merck Index, 11th ed)

1 2D Structure

Sodium Dibutyryl Camp

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;[(4aR,6R,7R,7aR)-6-[6-(butanoylamino)purin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate

2.1.2 InChI

InChI=1S/C18H24N5O8P.Na/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14;/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24);/q;+1/p-1/t10-,14-,15-,18-;/m1./s1

2.1.3 InChI Key

KRBZRVBLIUDQNG-JBVYASIDSA-M

2.1.4 Canonical SMILES

CCCC(=O)NC1=C2C(=NC=N1)N(C=N2)C3C(C4C(O3)COP(=O)(O4)[O-])OC(=O)CCC.[Na+]

2.1.5 Isomeric SMILES

CCCC(=O)NC1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@H]4[C@H](O3)COP(=O)(O4)[O-])OC(=O)CCC.[Na+]

2.2 Other Identifiers

2.2.1 UNII

4DZN2C97A7

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (but)(2) Camp

2. Adenosine-3',5'-monophosphate, Dibutyryl

3. Amp, Dibutyryl Cyclic

4. Bucladesine

5. Bucladesine, Barium (1:1) Salt

6. Bucladesine, Disodium Salt

7. Bucladesine, Monosodium Salt

8. Bucladesine, Sodium Salt

9. Cyclic Amp, Dibutyryl

10. Dbcamp

11. Dibutyryl Adenosine 3',5' Monophosphate

12. Dibutyryl Adenosine 3,5 Monophosphate

13. Dibutyryl Adenosine-3',5'-monophosphate

14. Dibutyryl Cyclic Amp

15. Disodium Salt Bucladesine

16. Monosodium Salt Bucladesine

17. N',o' Dibutyryl Camp

18. N',o'-dibutyryl-camp

19. N(6),0(2')-dibutyryl Cyclic Amp

20. Sodium Salt Bucladesine

2.3.2 Depositor-Supplied Synonyms

1. Bucladesine

2. 16980-89-5

3. Sodium Dibutyryl Camp

4. Bucladesine Sodium Salt

5. Dibutyryl-camp Sodium Salt

6. Dibutyryl-camp

7. Bucladesine Sodium [jan]

8. Dibutyryl-camp, Sodium Salt

9. Mls000028684

10. 4dzn2c97a7

11. Bucladesine (sodium)

12. Dt-5621

13. Smr000058940

14. Bucladesine Sodium (jan)

15. N6,2'-o-dibutyryladenosine 3',5'-cyclic Monophosphate Sodium Salt

16. Mls001148197

17. Actosin

18. Actosin (tn)

19. N6,2'-o-dibutyryladenosine-3',5'-cyclic Monophosphate Sodium Salt

20. Dt 5621 Sodium Salt

21. 19436-29-4

22. Dibutyl Camp Sodium Salt

23. Dibutyl Cyclic Amp Sodium

24. Unii-4dzn2c97a7

25. Dibutyl Cyclic Amp Sodium Salt

26. Monosodium Dibutyryl Cyclic Amp

27. Sodium Dibutyryl 3',5'-camp

28. Einecs 241-059-4

29. Einecs 243-065-2

30. Dibutyryl 3',5'-cyclic Amp Sodium

31. Sodium Dibutyryl 3',5'-cyclic Amp

32. Dbcamp.na

33. Mfcd00005843

34. N6-02'-dibutyrycyclic Amp, Sodium Salt

35. N6,o2'-dibutyry Cyclic Amp, Sodium Salt

36. Opera_id_1706

37. Sodium;[(4ar,6r,7r,7ar)-6-[6-(butanoylamino)purin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] Butanoate

38. Bucladesine (sodium Salt)

39. Schembl93707

40. Mls002207119

41. Mls006010661

42. Sodium Dibutyryl Cyclic Adenosine-3',5'-monophosphate

43. Chembl1522836

44. Chebi:31313

45. Dibutyryl Cyclic Amp Sodium

46. Hms2231c19

47. Hms3403a19

48. Hms3412m09

49. Bucladesine Sodium [mart.]

50. Bucladesine Sodium [who-dd]

51. Hy-b0764

52. Bucladesine Sodium Salt [mi]

53. Dc2797

54. N-6,o-2'-dibutyryladenosine Cyclic 3',5'-monophosphate Sodium Salt

55. Akos024456413

56. Adenosine, N-(1-oxobutyl)-, Cyclic 3',5'-(hydrogen Phosphate) 2'-butanoate, Monosodium Salt

57. Adenosine, N-(1-oxobutyl)-, Cyclic 3',5'-(hydrogen Phosphate) 2'-butanoate, Sodium Salt

58. Adenosine, N-(1-oxobutyl)-, Cyclic 3',5'-(hydrogen Phosphate)-2'-butanoate, Monosodium Salt

59. Ac-31719

60. D01238

61. Q27259467

62. Sodium Dibutyryl Adenosine-3,5-cyclic Phosphate

63. 4h-furo[3,2-d]-1,3,2-dioxaphosphorin, Adenosine Deriv

64. Dibutyryl Adenosine Cyclic Monophosphate Sodium Salt

65. N-6,o-2'-dibutyryladenosine-3'5'-cyclic Monophosphate, Sodium Salt

66. N6,o2'-dibutyryl Adenosine 3',5'-cyclic Monophosphate Sodium Salt

67. Adenosine 3',5'-cyclic Monophosphate, N,o2'-dibutyryl-, Sodium Salt - Cas 16980-89-5

68. N6,2'-o-dibutyryladenosine 3',5'-cyclic Monophosphate Sodium Salt, >=96% (hplc), Powder

69. N6,2'-o-dibutyryladenosine 3',5'-cyclic Monophosphate Sodium Salt, >=97% (hplc), Powder

70. Butyramide, N-(9-beta-d-ribofuranosyl-9h-purin-6-yl)-, Cyclic Hydrogen Phosphate, Butyrate (ester), Monosodium Salt

71. N-(9-.beta.-d-ribofuranosyl-9h-purin-6-yl)butyramide Cyclic 3',5'-(hydrogen Phosphate) 2'-butyrate Sodium

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₃N₅NaO₈P
Molecular Weight	491.4 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	8
Exact Mass	491.11819399 g/mol
Monoisotopic Mass	491.11819399 g/mol
Topological Polar Surface Area	167 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	765
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
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 ATC Code

C - Cardiovascular system

C01 - Cardiac therapy

C01C - Cardiac stimulants excl. cardiac glycosides

C01CE - Phosphodiesterase inhibitors

C01CE04 - Bucladesine

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