Amsalog

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 205769

CAS#: 80841-48-1 (isethionate)

Description: Asulacrine, also known as CI-921; NSC-343499; SN-21407, is the isethionate salt of an amsacrine analogue with antineoplastic properties. Asulacrine inhibits the enzyme topoisomerase ll, thereby blocking DNA replication and RNA and protein synthesis.


Price and Availability

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Amsalog, purity > 98%, is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 205769
Name: Amsalog
CAS#: 80841-48-1 (isethionate)
Chemical Formula: C26H30N4O7S2
Exact Mass:
Molecular Weight: 574.669
Elemental Analysis: C, 54.34; H, 5.26; N, 9.75; O, 19.49; S, 11.16


Synonym: Amsalog; Asulacrine isethionate; CI921; CI-921; CI 921; NSC-343499; SN-21407; NSC343499; SN21407.

IUPAC/Chemical Name: 9-((2-methoxy-4-(methylsulfonamido)phenyl)amino)-N,5-dimethylacridine-4-carboxamide ethanesulfonate

InChi Key: LCWHRDYEJGSWEV-UHFFFAOYSA-N

InChi Code: InChI=1S/C24H24N4O4S.C2H6O3S/c1-14-7-5-8-16-21(14)27-23-17(9-6-10-18(23)24(29)25-2)22(16)26-19-12-11-15(13-20(19)32-3)28-33(4,30)31;1-2-6(3,4)5/h5-13,28H,1-4H3,(H,25,29)(H,26,27);2H2,1H3,(H,3,4,5)

SMILES Code: O=C(C1=CC=CC2=C(NC3=CC=C(NS(=O)(C)=O)C=C3OC)C4=CC=CC(C)=C4N=C12)NC.CCS(=O)(O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>5 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


Additional Information

Related CAS#
80841-47-0 (Asulacrine)
80841-48-1 (Asulacrine isethionate)
  


References

1: Fyfe D, Raynaud F, Langley RE, Newell DR, Halbert G, Gardner C, Clayton K, Woll PJ, Judson I, Carmichael J. A study of amsalog (CI-921) administered orally on a 5-day schedule, with bioavailability and pharmacokinetically guided dose escalation. Cancer Chemother Pharmacol. 2002 Jan;49(1):1-6. PubMed PMID: 11855748.

2: Fyfe D, Price C, Langley RE, Pagonis C, Houghton J, Osborne L, Woll PJ, Gardner C, Baguley BC, Carmichael J; Cancer Research Campaing Phase I/II Trials Committee. A phase I trial of amsalog (CI-921) administered by intravenous infusion using a 5-day schedule. Cancer Chemother Pharmacol. 2001 Apr;47(4):333-7. PubMed PMID: 11345650.

3: Elliott W, Howard C, Roberts B, Hook K, Vincent P, Corbett T, Leopold W. Enhanced therapeutic effect of amsalog (CI-921) in combination with cisplatin in vitro and in vivo. Oncol Rep. 1996 Nov;3(6):1153-9. PubMed PMID: 21594529.

4: Sklarin NT, Wiernik PH, Grove WR, Benson L, Mittelman A, Maroun JA, Stewart JA, Robert F, Doroshow JH, Rosen PJ, et al. A phase II trial of CI-921 in advanced malignancies. Invest New Drugs. 1992 Nov;10(4):309-12. PubMed PMID: 1487405.

5: Robertson IG, Palmer BD, Paxton JW, Shaw GJ. Differences in the metabolism of the antitumour agents amsacrine and its derivative CI-921 in rat and mouse. Xenobiotica. 1992 Jun;22(6):657-69. PubMed PMID: 1441589.

6: Henck JW, Brown SL, Anderson JA. Developmental toxicity of CI-921, an anilinoacridine antitumor agent. Fundam Appl Toxicol. 1992 Feb;18(2):211-20. PubMed PMID: 1601220.

7: Harvey VJ, Hardy JR, Smith S, Grove W, Baguley BC. Phase II study of the amsacrine analogue CI-921 (NSC 343499) in non-small cell lung cancer. Eur J Cancer. 1991;27(12):1617-20. PubMed PMID: 1664218.

8: Paxton JW, Kim SN, Whitfield LR. Pharmacokinetic and toxicity scaling of the antitumor agents amsacrine and CI-921, a new analogue, in mice, rats, rabbits, dogs, and humans. Cancer Res. 1990 May 1;50(9):2692-7. PubMed PMID: 2328494.

9: Kestell P, Paxton JW, Evans PC, Young D, Jurlina JL, Robertson IG, Baguley BC. Disposition of amsacrine and its analogue 9-([2-methoxy-4-[(methylsulfonyl)amino]phenyl]amino)-N,5-dimethyl-4- acridinecarboxamide (CI-921) in plasma, liver, and Lewis lung tumors in mice. Cancer Res. 1990 Feb 1;50(3):503-8. PubMed PMID: 2297692.

10: Ching LM, Finlay GJ, Joseph WR, Baguley BC. Comparison of the cytotoxicity of amsacrine and its analogue CI-921 against cultured human and mouse bone marrow tumour cells. Eur J Cancer. 1990 Jan;26(1):49-54. PubMed PMID: 2138478.