Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Telithromycin |
EINECS | 682-750-4 |
CAS No. | 191114-48-4 | Density | 1.26 g/cm3 |
PSA | 171.85000 | LogP | 4.86710 |
Solubility | Sparingly soluble in water | Melting Point |
176-188 °C |
Formula | C43H65N5O10 | Boiling Point | 966.2 °C at 760 mmHg |
Molecular Weight | 812.017 | Flash Point | 538.2 °C |
Transport Information | N/A | Appearance | N/A |
Safety | 26-36 | Risk Codes | 36/37/38 |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Erythromycin,3-de[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-11,12-dideoxy-6-O-methyl-3-oxo-12,11-[oxycarbonyl[[4-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]imino]]-;HMR 3647;Ketek;RU 66647; |
Article Data | 8 |
telithromycin
Conditions | Yield |
---|---|
Stage #1: 2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water for 0.5h; Product distribution / selectivity; | 90% |
Stage #1: 2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; Stage #2: With sodium hydrogencarbonate In dichloromethane for 0.5h; Product distribution / selectivity; | 90% |
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; Product distribution / selectivity; | |
With pyridine hydrochloride; dimethyl sulfoxide; cyclohexyl-dimethyl-aminopropylcarbodimide hydrochloride In dichloromethane at 20 - 30℃; for 6h; Product distribution / selectivity; Pfitzner-Moffatt Oxidation; | |
Stage #1: 2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate With N-chloro-succinimide; dimethylsulfide In dichloromethane at -25 - 0℃; for 2.5h; Corey-Kim Oxidation; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Product distribution / selectivity; |
2',4"-di-O-bis(trimethylsilyl)-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-6-O-methylerythromycin A-11,12-cycliccarbamate
telithromycin
Conditions | Yield |
---|---|
With methanol at 20℃; for 7h; Product distribution / selectivity; Heating / reflux; | 98.9% |
10-(4-dimethylamino-6-methyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-[4-(4-pyridin-3-yl-imidazol-1-yl)-butyl]-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone
telithromycin
Conditions | Yield |
---|---|
With methanol at 20℃; for 7h; Product distribution / selectivity; Heating / reflux; | 98.9% |
Conditions | Yield |
---|---|
In methanol; water; acetonitrile at 23 - 65℃; for 38h; |
2'-O-acetyl-3-de[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribohexopyranosyl)oxy]-11,12-dideoxy-6-O-methyl-3-oxo-12,11-[oxycarbonyl[[4-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]imino]]erythromycin
telithromycin
Conditions | Yield |
---|---|
With methanol at 20℃; for 16h; Product distribution / selectivity; | |
With isopropyl alcohol at 20℃; for 24h; Product distribution / selectivity; | |
With sodium hydroxide; water In ethanol at 0℃; |
telithromycin
Conditions | Yield |
---|---|
With methanol for 7h; Heating / reflux; |
2'-O-acetyl-10,11-didehydro-11-deoxy-12-O-(1H-1-imidazoylcarbonyl)-3-O-descladinosyl-3-oxo-6-O-methyl-erythromycin A
4-[4-(3-pyridyl)imidazol-1-yl]butylamine
telithromycin
Conditions | Yield |
---|---|
In water; acetonitrile at 60℃; Substitution; | 50% |
4-[4-(3-pyridyl)imidazol-1-yl]butylamine
telithromycin
Conditions | Yield |
---|---|
In water; acetonitrile at 50℃; for 24h; | 72% |
3-(1H-imidazol-4-yl)pyridine
telithromycin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaH / dimethylformamide 2: aq. NH2NH2 / ethanol 3: 50 percent / acetonitrile; H2O / 60 °C View Scheme |
4-(3-pyridyl)-1H-imidazol-1-butanamide phthalimide
telithromycin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. NH2NH2 / ethanol 2: 50 percent / acetonitrile; H2O / 60 °C View Scheme |
The Telithromycin is an organic compound with the formula C43H65N5O10. The IUPAC name of this chemical is (1R,2S,4R,6R,7R,8R,10S,13S,14S)-7-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-13-ethyl-6-methoxy-2,4,6,8,10,14-hexamethyl-17-[4-(4-pyridin-3-ylimidazol-1-yl)butyl]-12,15-dioxa-17-azabicyclo[12.3.0]heptadecane-3,9,11,16-tetrone. With the CAS registry number 191114-48-4, it is also named as 2H-oxacyclotetradecino[4,3-d]oxazole-2,6,8,14(1H,7H,9H)-tetrone, 4-ethyloctahydro-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-[4-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]-10-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (3aS,4S,7R,9R,10R,11S,13R,15S,15aR)-. The product's classification codes are Anti-Bacterial Agents; Anti-Infective Agents; Antibacterial; Antimicrobial. Besides, it is the first ketolide antibiotic to enter clinical use. It is used to treat mild to moderate respiratory infections.
Physical properties about Telithromycin are: (1)ACD/LogP: 3.58; (2)# of Rule of 5 Violations: 2; (3)#H bond acceptors: 15; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 12; (6)Polar Surface Area: 160.85 Å2; (7)Index of Refraction: 1.588; (8)Molar Refractivity: 216.19 cm3; (9)Molar Volume: 641.7 cm3; (10)Polarizability: 85.7×10-24cm3; (11)Surface Tension: 44 dyne/cm; (12)Density: 1.26 g/cm3; (13)Flash Point: 538.2 °C; (14)Enthalpy of Vaporization: 147.43 kJ/mol; (15)Boiling Point: 966.2 °C at 760 mmHg.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C2[C@@H]([C@@H](O[C@@H]1O[C@@H](C[C@H](N(C)C)[C@H]1O)C)[C@](OC)(C)C[C@H](C(=O)[C@@H](C)[C@H]3N(C(=O)O[C@]3(C)[C@@H](OC(=O)[C@@H]2C)CC)CCCCn4cc(nc4)c5cccnc5)C)C
(2)InChI: InChI=1/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27-,28+,29-,32+,33+,36-,37-,38-,40+,42+,43-/m1/s1
(3)InChIKey: LJVAJPDWBABPEJ-WIFJXVANBD
(4)Std. InChI: InChI=1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27-,28+,29-,32+,33+,36-,37-,38-,40+,42+,43-/m1/s1
(5)Std. InChIKey: LJVAJPDWBABPEJ-WIFJXVANSA-N