Cefazedone
Also known as Cefazedona, Refosporene, Cefazedonum
Key facts
What buyers check first
- CAS number
- 56187-47-4
- Formula
- C18H15Cl2N5O5S3
- Molar mass
- 548.46 g/mol
- EC number
- 611-363-5
- HS code
- 294190
- Category
- Antibiotics and anti-infectives
What is Cefazedone?
Plain description, key identifiers and synonyms
Cefazedone is a first-generation cephalosporin antibiotic having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and [(3,5-dichloro-4-oxopyridin-1(4H)-yl)acetamido side-groups located at positions 3 and 7 respectively. It has a role as an antibacterial drug. It is a member of 4-pyridones, a cephalosporin, a carboxylic acid, a member of thiadiazoles and a semisynthetic derivative.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (6R,7R)-7-[[2-(3,5-dichloro-4-oxo-1-pyridinyl)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
- CAS number
- 56187-47-4 CAS number cross-checked
- EC number
- 611-363-5
- Molecular formula
- C18H15Cl2N5O5S3
- UNII
- 7Y86X0D799
- MDL number
- MFCD00864865
- InChIKey
- VTLCNEGVSVJLDN-MLGOLLRUSA-N
- InChI
- InChI=1S/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
- Canonical SMILES
- Cc1nnc(SCC2=C(C(=O)O)N3C(=O)C(NC(=O)Cn4cc(Cl)c(=O)c(Cl)c4)C3SC2)s1
- Isomeric SMILES
- CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)SC2)C(=O)O
Synonyms
- Cefazedona
- Refosporene
- Cefazedonum
- 7-(2-(3,5-dichloro-4-oxo-1-pyridyl)acetamido)-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid
- Refosporen
- Cefazedone (*sodium salt*)
- Cefazedone (INN)
- C18H15Cl2N5O5S3
- (6R-trans)-Cefazedone
- Refosporin sodium salt
- Cefazedone, sodium salt
- Cefazedon
- Refo
- Refosporen, Cefazedonum
- Cefazedone (Standard)
- Refosporin (*sodium salt*)
- 7-{[3,5-dichloro-4-oxopyridin-1(4H)-yl]acetamido}-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 548.46 g/molcalc.Computed value |
|---|---|
| Exact mass | 546.9612 Dacalc.Computed value |
| LogP (octanol/water) | 1.85calc.Computed value |
| Topological polar surface area | 134.5 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 9calc.Computed value |
| Rotatable bonds | 7calc.Computed value |
| Heavy atoms | 33calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.33calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Passes (1 violation)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C(Cn1ccc(=O)cc1)NC1C(=O)N2C=C(CSc3nncs3)CSC12
4 rings, 27 atoms.
1 other chemical share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H361Suspected of damaging fertility or the unborn child.
- H372Causes damage to organs through prolonged or repeated exposure.
- H412Harmful to aquatic life with long lasting effects.
Precautionary statements (12)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P318If exposed or concerned, get medical advice.
- P319Get medical help if you feel unwell.
- P330Rinse mouth.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCefazedone suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, GuangzhouUnclaimed profileCefazedoneGrade, purity and minimum order on requestPrice on request
- China, ChangzhouUnclaimed profileCefazedoneGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
2 suppliers in 1 country
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Cefazedone price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- pharmaceutical
Pharmacology
Cefazedone is a semisynthetic first-generation cephalosporin with antibacterial activity. Cefazedone binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Cefazedone is traded under.
Antibiotics, other
- China39.7%
- United States11.3%
- Switzerland * partner reported10.9%
* Partner reported figures, a lower bound.
The HS code shown for Cefazedone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Cefazedone, based on the data on this page
What is Cefazedone?
What is the CAS number of Cefazedone?
What is the molecular formula and weight of Cefazedone?
What is Cefazedone used for?
Is Cefazedone hazardous?
What is the HS code of Cefazedone?
Where can I buy Cefazedone?
What is the price of Cefazedone?
Guides for buyers
Practical guides that help when you source, ship or handle Cefazedone
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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