Quinacillin
Also known as 3-Carboxy-2-quinoxalinylpenicillanic acid, Quinacilina, Quinacilline
Key facts
What buyers check first
- CAS number
- 1596-63-0
- Formula
- C18H16N4O6S
- Molar mass
- 416.42 g/mol
- EC number
- 216-481-7
- HS code
- 294110
- Category
- Antibiotics and anti-infectives
What is Quinacillin?
Plain description, key identifiers and synonyms
Quinacillin is a semisynthetic penicillase-resistant penicillin with antibacterial activity, it binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. It has a role as an antibacterial drug. It is a penicillin and a quinoxaline derivative.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (2S,5R,6R)-6-[(3-carboxyquinoxaline-2-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- CAS number
- 1596-63-0 CAS number cross-checked
- EC number
- 216-481-7
- Molecular formula
- C18H16N4O6S
- UNII
- 83NB50X92M
- InChIKey
- GPMSLJIYNWBYEL-TYNCELHUSA-N
- InChI
- InChI=1S/C18H16N4O6S/c1-18(2)12(17(27)28)22-14(24)11(15(22)29-18)21-13(23)9-10(16(25)26)20-8-6-4-3-5-7(8)19-9/h3-6,11-12,15H,1-2H3,(H,21,23)(H,25,26)(H,27,28)/t11-,12+,15-/m1/s1
- Canonical SMILES
- CC1(C)SC2C(NC(=O)c3nc4ccccc4nc3C(=O)O)C(=O)N2C1C(=O)O
- Isomeric SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3=NC4=CC=CC=C4N=C3C(=O)O)C(=O)O)C
Synonyms
- 3-Carboxy-2-quinoxalinylpenicillanic acid
- Quinacilina
- Quinacilline
- Quinacillinum
- (2S,5R,6R)-6-[(3-carboxyquinoxaline-2-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- (3-Carboxy-2-quinoxalinyl)penicillin
- 6-(3-Carboxy-2-chinoxalinecarboxamido)-3,3-dimethyl-7-oxo-4-thia-azabicyclo(3.2.0)heptan-2-carbonsaeure
- (2S,5R,6R)-6-(3-Carboxy-2-chinoxalinylcarboxamido)-3,3-dimethyl-7-oxo-4-thia-azabicyclo(3.2.0)heptan-2-carbonsaeure
- 6-(3-Carboxy-2-quinoxalinecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 3-{[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]carbamoyl}quinoxaline-2-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 | 416.42 g/molcalc.Computed value |
|---|---|
| Exact mass | 416.0791 Dacalc.Computed value |
| LogP (octanol/water) | 0.57calc.Computed value |
| Topological polar surface area | 149.8 Ųcalc.Computed value |
| Hydrogen bond donors | 3calc.Computed value |
| Hydrogen bond acceptors | 7calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 29calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.33calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.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
No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Quinacillin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
Post one free request and suppliers who make or trade Quinacillin can send you quotes. Your contact details stay private until you accept a quote.
Quinacillin 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
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- pharmaceutical
Pharmacology
Quinacillin is a semisynthetic penicillase-resistant penicillin with antibacterial activity. Quinacillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall, eventually causing 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 Quinacillin is traded under.
Penicillins and their derivatives with a penicillanic acid structure, salts thereof
* Partner reported figures, a lower bound.
The HS code shown for Quinacillin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Salt and hydrate forms
Records that share this compound as their parent
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
![(2S,5R,6R)-3,3-Dimethyl-6-[(4-methylbenzoyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid chemical structure, C16H18N2O4S, CAS 17028-66-9](/s/BSLKNKFJUMRZFT-UHIISALHSA-N.svg)
![(5S)-3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid chemical structure, C16H18N2O4S, CAS 1232134-74-5](/s/JGSARLDLIJGVTE-YIZWMMSDSA-N.svg)
![(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-oxo-2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid chemical structure, C16H16N2O5S, CAS 55675-51-9](/s/JYOOBWITSFCJIU-OLUVUFQESA-N.svg)
Same formula isomers
Different compounds that share this molecular formula
![[2-Oxo-2-(4-sulfamoylanilino)ethyl] 2-(4-oxoquinazolin-3-yl)acetate chemical structure, C18H16N4O6S, CAS 735291-04-0](/s/VOFAPVSXJDMFMD-UHFFFAOYSA-N.svg)
![Methyl 2-[[(3-methyl-4-oxophthalazine-1-carbonyl)amino]sulfamoyl]benzoate chemical structure, C18H16N4O6S, CAS 736963-78-3](/s/XHEHKYYVGZGGJP-UHFFFAOYSA-N.svg)
![N-{4-[(3,4-Dimethyl-1,2-oxazol-5-yl)sulfamoyl]phenyl}-4-nitrobenzamide chemical structure, C18H16N4O6S, CAS 292052-08-5](/s/PRZWASKKKMPMST-UHFFFAOYSA-N.svg)
![N-(5-(Benzo[d][1,3]dioxol-5-yl)-1,3,4-oxadiazol-2-yl)-4-(N,N-dimethylsulfamoyl)benzamide chemical structure, C18H16N4O6S, CAS 922017-90-1](/s/AJVINJARZOJFCW-UHFFFAOYSA-N.svg)
![5-(2-(Benzo[d][1,3]dioxol-5-yl)-2-oxoethyl)-1-(1,1-dioxidotetrahydrothiophen-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one chemical structure, C18H16N4O6S, CAS 1105210-47-6](/s/AFQKGJUEYFWDSH-UHFFFAOYSA-N.svg)
![3,4,5-Trimethoxy-N-[5-(3-nitrophenyl)-1,3,4-thiadiazol-2-yl]benzamide chemical structure, C18H16N4O6S, CAS 4636-87-7](/s/HGRBRVHNIWTZAF-UHFFFAOYSA-N.svg)
![N-(5-(4-(N,N-Dimethylsulfamoyl)phenyl)-1,3,4-oxadiazol-2-yl)benzo[d][1,3]dioxole-5-carboxamide chemical structure, C18H16N4O6S, CAS 1171001-32-3](/s/VMCOORRKKGEMTE-UHFFFAOYSA-N.svg)
![N-[[5-[2-(2,3-Dihydro-1,4-benzodioxin-6-ylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl]furan-2-carboxamide chemical structure, C18H16N4O6S, CAS 851862-27-6](/s/KAFGKYLXSIJWIY-UHFFFAOYSA-N.svg)
![N-(Benzo[d][1,3]dioxol-5-yl)-2-((6-(((4-methyl-4H-1,2,4-triazol-3-yl)thio)methyl)-4-oxo-4H-pyran-3-yl)oxy)acetamide chemical structure, C18H16N4O6S, CAS 899745-20-1](/s/YLAKONALOIRNPX-UHFFFAOYSA-N.svg)
![1,3-Benzodioxol-5-yl[4-(2,1,3-benzoxadiazol-4-ylsulfonyl)piperazin-1-yl]methanone chemical structure, C18H16N4O6S, CAS 1010871-76-7](/s/CONICYJUSDIZAF-UHFFFAOYSA-N.svg)
Frequently asked questions
Quick answers about Quinacillin, based on the data on this page
What is Quinacillin?
What is the CAS number of Quinacillin?
What is the molecular formula and weight of Quinacillin?
What is Quinacillin used for?
Is Quinacillin hazardous?
What is the HS code of Quinacillin?
Where can I buy Quinacillin?
What is the price of Quinacillin?
Guides for buyers
Practical guides that help when you source, ship or handle Quinacillin
- 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
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
Get quotes for Quinacillin
Embed this structure on your websiteShow code
Paste this code into your page to show the 2D structure of Quinacillin with a 3D view, its CAS number where known and a link back to this page. Free to use with the link kept.
<iframe src="https://www.compoundlist.com/embed/structure/quinacillin-1596-63-0" title="Quinacillin structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>Explore more in Antibiotics and anti-infectives or HS code 294110