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220620-09-7

Basic Information
CAS No.: 220620-09-7
Name: Tigecycline
Molecular Structure:
Molecular Structure of 220620-09-7 (Tigecycline)
Formula: C29H39N5O8
Molecular Weight: 585.65
Synonyms: 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-((((1,1-dimethylethyl)amino)acetyl)amino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S,4aS,5aR,12aS)-;N-[(5aR,6aS,7S,9Z,10aS)-9-(amino-hydroxy-methylidene)-4,7-bis(dimethylamino)-1,10a,12-trihydroxy-8,10,11-trioxo-5a,6,6a,7-tetrahydro-5H-tetracen-2-yl]-2-(tert-butylamino)acetamide;Tygacil (TN);Tygacil;(4S,4aS,5aR,12aS)-9-(2-(tert-butylamino)acetamido)-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide;
EINECS: 685-736-6
Density: 1.455 g/cm3
Melting Point: 164-166°C
Boiling Point: 890.922 °C at 760 mmHg
Flash Point: 492.612 °C
Solubility:
Appearance: Powder
Hazard Symbols:
Risk Codes:
Safety: 24/25
Transport Information:
PSA: 205.76000
LogP: 1.67740
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    Product Name: Tigecycline Synonyms: 2-NAPHTHACENECARBOXAMIDE, 4,7-BIS(DIMETHYLAMINO)-9-[[[(1,1-DIMETHYLETHYL)AMINO]ACETYL]AMINO]-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,10,12,12A-TETRAHYDROXY-1,11-DIOXO-,

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Specification

1.  Introduction of Tigecycline

Tigecycline, with its CAS NO.220620-09-7, is a kind of orange Powder. Its Synonyms are 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-((((1,1-dimethylethyl)amino)acetyl)amino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S,4aS,5aR,12aS)- ; Tygacil ; (4S,4aS,5aR,12aS)-9-(2-(tert-butylamino)acetamido)-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide . Tigecycline is bacteriostatic and is a protein synthesis inhibitor by binding to the 30S ribosomal subunit of bacteria and thereby blocking entry of Aminoacyl-tRNA into the A site of the ribosome during prokaryotic translation.

2. Properties of Tigecycline

(1) XLogP3: -0.2  (2) H-Bond Donor: 7  (3) H-Bond Acceptor: 12
(4) Surface Tension: 80.036 dyne/cm (5) Density: 1.455 g/cm3 (6) Flash Point: 492.612 °C
(7) Enthalpy of Vaporization: 135.666 kJ/mol (8) Boiling Point: 890.922 °C at 760 mmHg

3. Structure descriptors of Tigecycline

IUPAC Name: (4S,4aS,5aR,12aR)-9-[[2-(tert-butylamino)acetyl]amino]-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,
6-tetrahydro-4H-tetracene-2-carboxamide

InChI: InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36-37,40,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/t12-,14-,21-,29-/m0/s1

InChIKey: SOVUOXKZCCAWOJ-HJYUBDRYSA-N

Canonical SMILES : CC(C)(C)NCC(=O)NC1=C(C2=C(CC3CC4C(C(=O)C(=C(C4(C(=O)C3=C2O)O)O)C(=O)N)N(C)C)C(=C1)N(C)C)OIsomeric SMILES: CC(C)(C)NCC(=O)NC1=C(C2=C(C[C@H]3C[C@H]4[C@@H](C(=O)C(=C([C@]4(C(=O)C3=
C2O)O)O)C(=O)N)N(C)C)C(=C1)N(C)C)O
 

4. Uses of Tigecycline

Tigecycline is active against many bacteria including Gram-positive bacteria, Gram-negative bacteria and anaerobes ,it also has activity against methicillin-resistant Staphylococcus aureus (MRSA) and multi-drug resistant strains of Acinetobacter baumannii. It may have no activity against Pseudomonas spp. or Proteus spp. The drug is licenced for the treatment of skin,soft tissue infections ,and intra-abdominal infections.
 

 

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