Ertapenem
Also known as (1R,5S,6S,8R,2'S,4'S)-2-(2-(3-carboxyphenylcarbamoyl)pyrrolidin-4-ylthio)-6-(1-hydroxyethyl)-1-methylcarbapenem-3-carboxylic acid, (4R,5S,6S)-3-((3S,5S)-5-((3-carboxyphenyl)carbamoyl)pyrrolidin-3-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid, ertapenemum
Key facts
What buyers check first
- CAS number
- 153832-46-3
- Formula
- C22H25N3O7S
- Molar mass
- 475.52 g/mol
- EC number
- 836-232-1
- HS code
- 294190
- Category
- Antibiotics and anti-infectives
What is Ertapenem?
Plain description, key identifiers and synonyms
Ertapenem is meropenem in which the one of the two methyl groups attached to the amide nitrogen is replaced by hydrogen while the other is replaced by a 3-carboxyphenyl group. The sodium salt is used for the treatment of moderate to severe susceptible infections including intra-abdominal and acute gynaecological infections, pneumonia, and infections of the skin and of the urinary tract. It has a role as an antibacterial drug. It is a carbapenemcarboxylic acid and a pyrrolidinecarboxamide. It is a conjugate acid of an ertapenem(1-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (4R,5S,6S)-3-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
- CAS number
- 153832-46-3 CAS number cross-checkedOther or deprecated CAS: 153773-82-1
- EC number
- 836-232-1
- Molecular formula
- C22H25N3O7S
- UNII
- G32F6EID2H
- MDL number
- MFCD05662246
- InChIKey
- JUZNIMUFDBIJCM-ANEDZVCMSA-N
- InChI
- InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1
- SMILES
- C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)NC4=CC=CC(=C4)C(=O)O)C(=O)O)[C@@H](C)O
Synonyms
- (1R,5S,6S,8R,2'S,4'S)-2-(2-(3-carboxyphenylcarbamoyl)pyrrolidin-4-ylthio)-6-(1-hydroxyethyl)-1-methylcarbapenem-3-carboxylic acid
- (4R,5S,6S)-3-((3S,5S)-5-((3-carboxyphenyl)carbamoyl)pyrrolidin-3-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid
- ertapenemum
- (4R,5S,6S)-3-((3S,5S)-5-((3-carboxyphenyl)carbamoyl)pyrrolidin-3-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza-bicyclo(3.2.0)hept-2-ene-2-carboxylic acid
- (4R,5R,6S)-3-((3S,5S)-5-((3-carboxyphenyl)carbamoyl)pyrrolidin-3-yl)sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid
- Invanz
- Ertapenem (INN)
- Invanz (TN)
- ertapenem hydrochloride
- Ertapenem?
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 | 475.52 g/molcalc.Computed value |
|---|---|
| Exact mass | 475.1413 Dacalc.Computed value |
| LogP (octanol/water) | 0.94calc.Computed value |
| Topological polar surface area | 156.3 Ųcalc.Computed value |
| Hydrogen bond donors | 5calc.Computed value |
| Hydrogen bond acceptors | 7calc.Computed value |
| Rotatable bonds | 7calc.Computed value |
| Heavy atoms | 33calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.46calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 6calc.Computed value |
| Lipinski rule of five | Passes (0 violations)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
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
- H400Very toxic to aquatic life.
- H411Toxic to aquatic life with long lasting effects.
Precautionary statements (10)
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P271Use only outdoors or in a well-ventilated area.
- P273Avoid release to the environment.
- P284In case of inadequate ventilation wear respiratory protection.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P391Collect spillage.
- P403Store in a well-ventilated place.
- 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 aidErtapenem suppliers
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- ChinaUnclaimed profileErtapenemGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- United States, San DiegoUnclaimed profileErtapenemGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileErtapenemGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileErtapenemGrade, purity and minimum order on requestPrice on request
- Spain, BarcelonaUnclaimed profileErtapenemGrade, purity and minimum order on requestPrice on request
- Germany, LorrachUnclaimed profileErtapenemGrade, purity and minimum order on requestPrice on request
- United States, HolbrookUnclaimed profileErtapenemGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
50 suppliers in 10 countries
- United States20
- China17
- Spain3
- United Kingdom3
- Latvia2
- Germany1
- and 4 more countries
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Ertapenem price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
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
Ertapenem is a Penem Antibacterial.
How it is made
Preparation: M. J. Betts et al., WO 9315078, eidem, US 5478820 (1993, 1995 both to Zeneca)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Ertapenem 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 Ertapenem is indicative (it is known at chapter level only). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Ertapenem, based on the data on this page
What is Ertapenem?
What is the CAS number of Ertapenem?
What is the molecular formula and weight of Ertapenem?
What is Ertapenem used for?
Is Ertapenem hazardous?
What is the HS code of Ertapenem?
Where can I buy Ertapenem?
What is the price of Ertapenem?
Guides for buyers
Practical guides that help when you source, ship or handle Ertapenem
- 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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