Close
4

Quotient Sciences Quotient Sciences

X

SN38 manufacturers and suppliers on PharmaCompass

PharmaCompass
(4S)-4,11-Diethyl-4,9-dihydroxy-1H-pyrano[3
Also known as: 86639-52-3, Sn-38, Sn 38, Sn 38 lactone, (s)-4,11-diethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione, 10-hydroxy-7-ethylcamptothecin
Molecular Formula
C22H20N2O5
Molecular Weight
392.4  g/mol
InChI Key
FJHBVJOVLFPMQE-QFIPXVFZSA-N
FDA UNII
0H43101T0J

A semisynthetic camptothecin derivative that inhibits DNA TOPOISOMERASE I to prevent nucleic acid synthesis during S PHASE. It is used as an antineoplastic agent for the treatment of COLORECTAL NEOPLASMS and PANCREATIC NEOPLASMS.
1 2D Structure

(4S)-4,11-Diethyl-4,9-dihydroxy-1H-pyrano[3

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione
2.1.2 InChI
InChI=1S/C22H20N2O5/c1-3-12-13-7-11(25)5-6-17(13)23-19-14(12)9-24-18(19)8-16-15(20(24)26)10-29-21(27)22(16,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3/t22-/m0/s1
2.1.3 InChI Key
FJHBVJOVLFPMQE-QFIPXVFZSA-N
2.1.4 Canonical SMILES
CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)C4(CC)O)C2=NC5=C1C=C(C=C5)O
2.1.5 Isomeric SMILES
CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)O
2.2 Other Identifiers
2.2.1 UNII
0H43101T0J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7 Ethyl 10 Hydroxycamptothecin

2. Camptosar

3. Camptothecin 11

4. Camptothecin-11

5. Cpt 11

6. Cpt-11

7. Cpt11

8. Irinotecan

9. Irinotecan Hydrochloride

10. Irrinotecan

11. Nk012 Compound

12. Sn 38

13. Sn 38 11

14. Sn-38

15. Sn-38-11

16. Sn3811

2.3.2 Depositor-Supplied Synonyms

1. 86639-52-3

2. Sn-38

3. Sn 38

4. Sn 38 Lactone

5. (s)-4,11-diethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

6. 10-hydroxy-7-ethylcamptothecin

7. Nk 012

8. Sn38

9. 7-ethyl-10-hydroxy-20(s)-camptothecin

10. Nk012

11. Nk-012

12. Irinotecan Related Compound B

13. Chebi:8988

14. 113015-38-6

15. It-141

16. Nsc673596

17. 0h43101t0j

18. (4s)-4,11-diethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione

19. (+)-7-ethyl-10-hydroxycamptothecin

20. (19s)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione

21. (4s)-4,11-diethyl-4,9-dihydroxy-1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione

22. 7-ethyl-10-hydroxy-20(s)-campthothecin

23. Le-sn38

24. Captothecin, 7-ethyl-10-hydroxy-

25. Mfcd00871873

26. Unii-0h43101t0j

27. 110714-48-2

28. 1h-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione, 4,11-diethyl-4,9-dihydroxy-, (4s)-

29. 1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione, 4,11-diethyl-4,9-dihydroxy-, (4s)-

30. Avachem1025

31. Diethyl(dihydroxy)[?]dione

32. Sn 38- Bio-x

33. Schembl34018

34. Gtpl6925

35. Sn 38 [who-dd]

36. Dtxsid4040399

37. 10-hydroxy-7-ethyl Camptothecin

38. 10-hydroxy-7-ethyl-camptothecin

39. 7-ethyl-10-hydroxy Campthotecin

40. Ex-a989

41. Hms3413b12

42. Hms3652p12

43. Hms3677b12

44. Bcp01386

45. Zinc4099013

46. 7-ethyl-10-hydroxy-20(s)-cpt

47. Bdbm50418088

48. S4908

49. Akos015920433

50. Sn-38(nk-012)

51. Ac-1357

52. Bcp9000200

53. Ccg-264764

54. Cs-1579

55. Db05482

56. Nsc-673596

57. Ncgc00167831-01

58. Ncgc00167831-05

59. (4s)-4,11-diethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)dione

60. As-13533

61. Be164132

62. Bp-24513

63. Hy-13704

64. Nci60_026056

65. Camptothecin, 7-ethyl-10-hydroxy-

66. E0748

67. N2133

68. Sw219948-1

69. S-(+)-7-ethyl-10-hydroxycampothecin

70. Irinotecan Related Compound B [usp-rs]

71. 439e812

72. A857464

73. Q-100871

74. Q1750127

75. 7-ethyl-10-hydroxycamptothecin, >=98% (hplc), Powder

76. Irinotecan Related Compound B, United States Pharmacopeia (usp) Reference Standard

77. (19s)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

78. (4s)-4,11-diethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)dione, Aldrichcpr

79. (4s)-4,9-dihydroxy-4,11-diethyl-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione;sn-38

80. (s)-4,11-diethyl-4,9-di-oh-1,12-dihydro-4h-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

81. 1h-pyrano[3',7]indolizino[1,2-b]quinoline- 3,14(4h,12h)-dione, 4,11-diethyl-4,9-dihydroxy-, (4s)-

82. 7-ethyl-10-hydroxycamptothecin ((s)-4,11-diethyl-4,9-dihydroxy-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione)

83. H-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4h,12h)-dione, 4,11-diethyl-4,9-dihydroxy-, (s)-

84. Rs4

2.3.3 Other Synonyms

1. Sn-38

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 392.4 g/mol
Molecular Formula C22H20N2O5
XLogP31.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass392.13722174 g/mol
Monoisotopic Mass392.13722174 g/mol
Topological Polar Surface Area100 Ų
Heavy Atom Count29
Formal Charge0
Complexity820
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in colorectal cancer.


5 Pharmacology and Biochemistry
5.1 Pharmacology

SN-38 (7-ethyl-10-hydroxycamptothecin) is the active metabolite of Irinotecan (CPT-11). Irinotecan is a topoisomerase I inhibitor commercially available as Camptosar. SN-38 has been found to be 2002000 times more cytotoxic than CPT-11, but has not been used as an anticancer drug due to its poor solubility in pharmaceutically acceptable solvents and low affinity to lipid membranes. SN-38 also undergoes a reversible conversion to an inactive open lactone ring structure at physiological pH. LE-SN-38 is a novel lipsome based formulation containing liposomes of uniform size distribution (<200 nm). Drug entrapment efficiency of the formulation is>95%.


5.2 MeSH Pharmacological Classification

Topoisomerase I Inhibitors

Compounds that inhibit the activity of DNA TOPOISOMERASE I. (See all compounds classified as Topoisomerase I Inhibitors.)


5.3 Mechanism of Action

The entrapment of SN-38 in lipsomes results in a more stable and more soluble form of the drug. This allows for increased affinity of SN-38 to lipid membranes and improved delivery of the drug to tumor sites. SN-38 is a highly effective cytotoxic topoisomerase I inhibitor.


Ask Us for Pharmaceutical Supplier and Partner
Ask Us, Find A Supplier / Partner
No Commissions, No Strings Attached, Get Connected for FREE

What are you looking for?

How can we help you?

The request can't be empty

Please read our Privacy Policy carefully

You must agree to the privacy policy

The name can't be empty
The company can't be empty.
The email can't be empty Please enter a valid email.
The mobile can't be empty
Post Enquiry
POST ENQUIRY