Cas no 808-26-4 (Sancycline)

Sancycline is a semi-synthetic tetracycline derivative with broad-spectrum antibacterial activity. It exhibits potent efficacy against Gram-positive and Gram-negative bacteria, as well as certain atypical pathogens. The compound functions by inhibiting bacterial protein synthesis through reversible binding to the 30S ribosomal subunit. Key advantages include enhanced stability compared to earlier tetracyclines, reduced susceptibility to bacterial resistance mechanisms, and favorable pharmacokinetic properties such as improved oral bioavailability. Sancycline also demonstrates lower phototoxicity and reduced gastrointestinal side effects relative to other tetracycline-class antibiotics. Its structural modifications contribute to expanded clinical utility in treating resistant infections while maintaining a well-characterized safety profile.
Sancycline structure
Sancycline structure
Product Name:Sancycline
CAS No:808-26-4
MF:C21H22N2O7
MW:414.408586025238
MDL:MFCD09842560
CID:39934
PubChem ID:54688686
Update Time:2025-06-11

Sancycline Chemical and Physical Properties

Names and Identifiers

    • Sancycline
    • (4S,4aS,5aR,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
    • Minocycline Impurity B
    • 6-demethyl-6-deoxy-tetracycline
    • 6-Demethyl-6-deoxytetracycline
    • 6-deoxi-6-demethyl-tetracycline
    • Bonomycin
    • GS 2147
    • Norcycline
    • Sancycline (USAN/INN)
    • DTXSID5057836
    • (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
    • CHEBI:135671
    • SCHEMBL112644
    • BS-22405
    • (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
    • Sancyclinum [INN-Latin]
    • MFCD00864992
    • 4-Dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-napththacenecarboxamide, hydrochloride
    • AKOS022186417
    • (4S,4aS,5aR,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
    • CHEMBL2009312
    • NCI60_004256
    • Q27285586
    • NSC 51812 (as hydrochloride)
    • (4S,4AS,5AR,12AS)-4-(DIMETHYLAMINO)-3,10,12,12A-TETRAHYDROXY-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-2-NAPHTHACENECARBOXAMIDE
    • SANCYCLINE [INN]
    • A864642
    • Bonomycin (TN)
    • Tox21_113907
    • s5859
    • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S,4aS,5aR,12aS)-
    • NSC51812
    • SANCYCLINE [USAN]
    • SANCYCLINE [MI]
    • UNII-ODN00F2SJG
    • 808-26-4
    • NS00011902
    • 808-26-4 (free base)
    • GS-2147
    • SCHEMBL23271182
    • Sanciclina
    • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,12aalpha))-
    • 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
    • D05796
    • Sanciclina [INN-Spanish]
    • (4S,4aS,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
    • XDVCLKFLRAWGIT-ADOAZJKMSA-N
    • HY-17466
    • Sancyclinum
    • EX-A210
    • 4beta-Dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12abeta-tetrahydroxy-1,11-dioxo-2-naphthacencarboxamid
    • Sancycline free base
    • CS-5602
    • Sancycline [USAN:INN]
    • DTXCID6031625
    • AKOS037517260
    • SCHEMBL1649653
    • CAS-808-26-4
    • NCGC00262909-01
    • ODN00F2SJG
    • (4S,4aS,5aR,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide (ACI)
    • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, [4S-(4α,4aα,5aα,12aα)]- (ZCI)
    • DA-77669
    • MDL: MFCD09842560
    • 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
    • InChI Key: XDVCLKFLRAWGIT-ADOAZJKMSA-N
    • SMILES: O[C@]12C(O)=C3C(C4C(O)=CC=CC=4C[C@H]3C[C@H]1[C@@H](C(=C(C2=O)C(=O)N)O)N(C)C)=O

Computed Properties

  • Exact Mass: 414.14300
  • Monoisotopic Mass: 414.142701
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 30
  • Rotatable Bond Count: 2
  • Complexity: 892
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 420
  • XLogP3: 1.2
  • Topological Polar Surface Area: 161

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Melting Point: 224-2280C (dec)
  • Boiling Point: 750.9±60.0 °C at 760 mmHg
  • Flash Point: 407.9±32.9 °C
  • Refractive Index: 1.734
  • PSA: 161.39000
  • LogP: 0.82090
  • Vapor Pressure: 0.0±2.6 mmHg at 25°C

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Sancycline Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ;  6 h, 40 °C
Reference
Synthesis and neuroprotective activity of novel C4, C7 derivatives in tetracycline series
Zhou, Zhan-yun; et al, Journal of Chinese Pharmaceutical Sciences, 2004, 13(3), 217-220

Sancycline Raw materials

Sancycline Preparation Products

Sancycline Suppliers

Amadis Chemical Company Limited
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(CAS:808-26-4)Sancycline
Order Number:A864642
Stock Status:in Stock
Quantity:100mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 08:47
Price ($):692.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:808-26-4)山環(huán)素
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Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:38
Price ($):discuss personally
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Amadis Chemical Company Limited
(CAS:808-26-4)Sancycline
A864642
Purity:99%
Quantity:100mg
Price ($):692.0
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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:808-26-4)山環(huán)素
LE2456162
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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