Sancycline free base
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MedKoo CAT#: 329863

CAS#: 808-26-4 (free base)

Description: Sancycline, also known as GS-2147, is a semi-synthetic tetracycline antibiotic that is more active than tetracycline against 339 strains of anaerobic bacteria (average MIC90s = 1 and 32 μg/ml, respectively).


Chemical Structure

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Sancycline free base
CAS# 808-26-4 (free base)

Theoretical Analysis

MedKoo Cat#: 329863
Name: Sancycline free base
CAS#: 808-26-4 (free base)
Chemical Formula: C21H22N2O7
Exact Mass: 414.1427
Molecular Weight: 414.414
Elemental Analysis: C, 60.86; H, 5.35; N, 6.76; O, 27.02

Price and Availability

Size Price Availability Quantity
100.0mg USD 450.0 2 Weeks
250.0mg USD 850.0 2 Weeks
500.0mg USD 1450.0 2 Weeks
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Related CAS #: 6625-20-3 (HCl)   808-26-4 (free base)    

Synonym: Sancycline; 6-Demethyl-6-deoxytetracycline; GS 2147; GS-2147; GS2147; Bonomycin; NSC 51812 (as hydrochloride); Sanciclina.

IUPAC/Chemical Name: (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

InChi Key: XDVCLKFLRAWGIT-ADOAZJKMSA-N

InChi Code: InChI=1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24,26-27,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1

SMILES Code: O=C(C(C1=O)=C(O)[C@@H](N(C)C)[C@]2([H])C[C@]3([H])CC4=C(C(C3=C(O)[C@@]21O)=O)C(O)=CC=C4)N

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

Shelf Life: >2 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).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 414.414 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Yang X, Zhao L, Almasy L, Garamus VM, Zou A, Willumeit R, Fan S. Preparation and characterization of 4-dedimethylamino sancycline (CMT-3) loaded nanostructured lipid carrier (CMT-3/NLC) formulations. Int J Pharm. 2013 Jun 25;450(1-2):225-34. doi: 10.1016/j.ijpharm.2013.04.021. Epub 2013 Apr 20. PubMed PMID: 23608200.

2: Pinsuwan S, Alvarez-Núñez FA, Tabibi SE, Yalkowsky SH. Spectrophotometric determination of acidity constants of 4-dedimethylamino sancycline (Col-3), a new antitumor drug. J Pharm Sci. 1999 May;88(5):535-7. PubMed PMID: 10229645.

3: Hasan T, Goldman RA, Cooperman BS. Photoaffinity labeling of the tetracycline binding site of the Escherichia coli ribosome. The uses of a high intensity light source and of radioactive sancycline derivatives. Biochem Pharmacol. 1985 Apr 1;34(7):1065-71. PubMed PMID: 3885955.

4: Pinsuwan S, Alvarez-Núñez FA, Tabibi ES, Yalkowsky SH. Degradation kinetics of 4-dedimethylamino sancycline, a new anti-tumor agent, in aqueous solutions. Int J Pharm. 1999 Apr 20;181(1):31-40. PubMed PMID: 10370200.

5: García-Ruiz C, Crego AL, Lavandera JL, Marina ML. Rapid separation of tetracycline derivatives and their main degradation products by capillary zone electrophoresis. Electrophoresis. 2001 Aug;22(13):2775-81. PubMed PMID: 11545407.

6: Nelson ML, Ismail MY, McIntyre L, Bhatia B, Viski P, Hawkins P, Rennie G, Andorsky D, Messersmith D, Stapleton K, Dumornay J, Sheahan P, Verma AK, Warchol T, Levy SB. Versatile and facile synthesis of diverse semisynthetic tetracycline derivatives via Pd-catalyzed reactions. J Org Chem. 2003 Jul 25;68(15):5838-51. Erratum in: J Org Chem. 2003 Dec 26;68(26):10199. PubMed PMID: 12868916.

7: MUXFELDT H, ROGALSKI W. TETRACYCLINES. V. A TOTAL SYNTHESIS OF 6-DEOXY-6-DEMETHYLTETRACYCLINE. J Am Chem Soc. 1965 Feb 20;87:933-4. PubMed PMID: 14284623.

8: Lambs L, Venturini M, Decock-Le Révérend B, Kozlowski H, Berthon G. Metal ion-tetracycline interactions in biological fluids. Part 8. Potentiometric and spectroscopic studies on the formation of Ca(II) and Mg(II) complexes with 4-dedimethylamino-tetracycline and 6-desoxy-6-demethyl-tetracycline. J Inorg Biochem. 1988 Jul;33(3):193-210. PubMed PMID: 3418341.

9: Naidong W, Hua S, Roets E, Hoogmartens J. Assay and purity control of minocycline by thin-layer chromatography using UV and fluorescence densitometry--a comparison with liquid chromatography. J Pharm Biomed Anal. 1995 Jun;13(7):905-10. PubMed PMID: 8562615.

10: Vancaillie TG, Hill RH Jr, Riehl RM, Gilstad D, Schenken RS. Laser-induced fluorescence of ectopic endometrium in rabbits. Obstet Gynecol. 1989 Aug;74(2):225-30. PubMed PMID: 2748059.