- Cefazedone
- Cefazedone sodium salt
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Cas Database |
| Name |
Cefazedone |
EINECS | 264-293-9 |
| CAS No. | 56187-47-4 | Density | 1.78 g/cm3 |
| PSA | 213.33000 | LogP | 2.17470 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C18H15Cl2N5O5S3 | Boiling Point | N/A |
| Molecular Weight | 548.452 | Flash Point | N/A |
| Transport Information | 5kgs | Appearance | White to yellowish white powder |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(3,5-dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-,(6R,7R)- (9CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(3,5-dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-,(6R-trans)-;Cefazedone;Refosporen; |
Article Data | 8 |
Cefazedone Synthetic route
| Conditions | Yield |
|---|---|
| With triethylamine In acetonitrile at 0 - 5℃; for 0.5h; pH=6.8; | 95% |
| Conditions | Yield |
|---|---|
| With triethylamine In ethanol for 10h; Solvent; Reagent/catalyst; Reflux; | 93.86% |
- 56187-37-2
2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid
- 30246-33-4
(6R,7R)-7-amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 56187-47-4
cefazedone
| Conditions | Yield |
|---|---|
| With ortho-iodophenylboronic acid In toluene Solvent; Reflux; | 93% |
| (i) SOCl2, DMF, (ii) /BRN= 629621/, Et3N, CH2Cl2; Multistep reaction; |
- 56187-37-2
2-(3,5-dichloro-4-oxopyridine-1(4H)-yl)acetic acid
- 56187-47-4
cefazedone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: 1,3,5-trichloro-2,4,6-triazine; triethylamine / N,N-dimethyl-formamide / 1.33 h / Cooling with ice 1.2: 1.75 h / 20 °C 2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Reflux 3.1: triethylamine / ethanol / 10 h / Reflux View Scheme |
- 22252-43-3, 26395-99-3, 70287-30-8, 72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid
- 56187-47-4
cefazedone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: 1,3,5-trichloro-2,4,6-triazine; triethylamine / N,N-dimethyl-formamide / 1.33 h / Cooling with ice 1.2: 1.75 h / 20 °C 2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Reflux 3.1: triethylamine / ethanol / 10 h / Reflux View Scheme |
- 957-68-6
7-Aminocephalosporanic acid
- 56187-47-4
cefazedone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate; acetic acid / 5 - 10 °C 2: triethylamine / acetonitrile / 0.5 h / 0 - 5 °C / pH 6.8 View Scheme |
- 56187-47-4
cefazedone
- 63521-15-3
(6R,7R)-3-[[(5-methyl-1,3,4-thiadiazolyl-2-yl)thio]methyl]-7-[2-(3,5-dichloro-4-pyridone-1-acetylamido)]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
| Conditions | Yield |
|---|---|
| Stage #1: cefazedone With triethylamine In methanol at 0 - 10℃; for 0.5h; Stage #2: With sodium 2-ethylhexanoic acid In methanol; acetone at 0 - 10℃; for 3.5h; | 95.2% |
| Stage #1: cefazedone With triethylamine In methanol at 0 - 10℃; for 0.5h; Stage #2: With sodium 2-ethylhexanoic acid In acetone at 0 - 10℃; for 3.5h; | 95.2% |
Cefazedone Specification
The Cefazedone with the CAS number 56187-47-4 is also called 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[2-(3,5-dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-,(6R,7R)-. The IUPAC name is (6R,7R)-7-[[2-(3,5-dichloro-4-oxopyridin-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. Its molecular formula is C18H15Cl2N5O5S3.
The properties of the chemical are: (1)ACD/LogP: 0.92; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -1.96; (4)ACD/LogD (pH 7.4): -2.79; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 10; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 191.85 Å2; (13)Index of Refraction: 1.76; (14)Molar Refractivity: 126.33 cm3; (15)Molar Volume: 306.7 cm3; (16)Polarizability: 50.08×10-24cm3; (17)Surface Tension: 102.2 dyne/cm.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)CN/3/C=C(/Cl)C(=O)C(\Cl)=C\3)CSc4nnc(s4)C)C(=O)O
(2)InChI: InChI=1/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
(3)InChIKey: VTLCNEGVSVJLDN-MLGOLLRUBC
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