Methicillin
Also known as Meticillin, Methycillin, Metacillin
Key facts
What buyers check first
- CAS number
- 61-32-5
- Formula
- C17H20N2O6S
- Molar mass
- 380.42 g/mol
- Solubility
- FINE, WHITE, CRYSTALLINE POWDER, FREELY SOL IN METHANOL, PYRIDINE, SLIGHTLY SOL IN PROPY…
- HS code
- 294110
- Category
- Antibiotics and anti-infectives
What is Methicillin?
Plain description, key identifiers and synonyms
Methicillin is a penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 2,6-dimethoxybenzoyl group. It has a role as an antibacterial drug. It is a penicillin and a penicillin allergen. It is a conjugate acid of a methicillin(1-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- CAS number
- 61-32-5 CAS number cross-checked
- EC number
- 200-505-8
- Molecular formula
- C17H20N2O6S
- UNII
- Q91FH1328A
- InChIKey
- RJQXTJLFIWVMTO-TYNCELHUSA-N
- InChI
- InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/t11-,12+,15-/m1/s1
- Canonical SMILES
- COc1cccc(OC)c1C(=O)NC1C(=O)N2C1SC(C)(C)C2C(=O)O
- Isomeric SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3=C(C=CC=C3OC)OC)C(=O)O)C
Synonyms
- Meticillin
- Methycillin
- Metacillin
- Dimocillin
- Methicillinum
- Meticilina
- Meticilline
- Meticillinum
- Meticillina
- (2,6-Dimethoxyphenyl)penicillin
- 6-(2,6-Dimethoxybenzamido)penicillanic acid
- (2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Penicillin, (2,6-dimethoxyphenyl)-
- 2,6-dimethoxyphenyl penicillin
- 6beta-(2,6-dimethoxybenzamido)penicillanic acid
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((2,6-dimethoxybenzoyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2,6-dimethoxybenzamido)-3,3,-dimethyl-7-oxo-
- Penicillin, Dimethoxyphenyl
- Methicillin Monohydrate, Monosodium Salt
- (2S,5R,6R)-6-((2,6-dimethoxybenzene)amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- (2S,5R,6R)-6-((2,6-dimethoxybenzoyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- (2S,5R,6R)-6-[(2,6-dimethoxybenzene)amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Dimethoxyphenyl Penicillin
- BRL 1241
Show all 28 synonymsShow fewer synonyms
- (2S,5R,6R)-6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Methcillin
- (2S,5R,6R)-6-(2,6-Dimethoxybenzamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-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
| Solubility | FINE, WHITE, CRYSTALLINE POWDER, FREELY SOL IN METHANOL, PYRIDINE, SLIGHTLY SOL IN PROPYL AND AMYL ALCOHOL, ETHYLENE CHLORIDE, INSOL IN BENZENE, ODORLESS OR HAVING SLIGHT ODOR /METHICILLIN SODIUM/exp.Measured value |
|---|
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 | 380.42 g/molcalc.Computed value |
|---|---|
| Exact mass | 380.1042 Dacalc.Computed value |
| LogP (octanol/water) | 0.95calc.Computed value |
| Topological polar surface area | 105.2 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 5calc.Computed value |
| Heavy atoms | 26calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.47calc.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
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- 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 aidMethicillin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Price on request
- United States, Monmouth JunctionUnclaimed profileMethicillinGrade, purity and minimum order on requestPrice on request
- United States, SomervilleUnclaimed profileMethicillinGrade, purity and minimum order on requestPrice on request
- Germany, LorrachUnclaimed profileMethicillinGrade, purity and minimum order on requestPrice on request
- United States, HolbrookUnclaimed profileMethicillinGrade, purity and minimum order on requestPrice on request
- Price on request
- United States, AustinUnclaimed profileMethicillinGrade, purity and minimum order on requestPrice on request
- United Kingdom, CambridgeUnclaimed profileMethicillinGrade, purity and minimum order on requestPrice on request
- Price on request
- United States, New YorkUnclaimed profileMethicillinGrade, 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
26 suppliers in 10 countries
- United States11
- China7
- Germany1
- Spain1
- France1
- United Kingdom1
- and 4 more countries
Send one request to many suppliers
Choose up to 10 suppliers or let us match your request. Compare quotes side by side, free.
Methicillin 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
Veterinary medication:.
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- pharmaceutical
Pharmacology
Methicillin is a semisynthetic, narrow spectrum beta-lactamase-resistant penicillin antibiotic with bactericidal and beta-lactamase resistant activity. Methicillin binds to specific penicillin-binding proteins (BPBs) on the bacterial cell wall, thereby preventing the cross-linkage of peptidoglycans, which are critical components of the bacterial cell wall. This leads to an interruption of the bacterial cell wall and causes bacterial lysis.
How it is made
Fermentation-produced 6-aminopenicillanic acid is condensed with 2,6-dimethoxybenzoyl chloride in suitable organic solvent & resulting methicillin is pptd as sodium salt by addn of sodium acetate. (Methicillin sodium)
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 Methicillin 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 Methicillin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Methicillin, based on the data on this page
What is Methicillin?
What is the CAS number of Methicillin?
What is the molecular formula and weight of Methicillin?
What is Methicillin used for?
Is Methicillin hazardous?
What is the HS code of Methicillin?
Where can I buy Methicillin?
Where can I buy Methicillin in India?
What is the price of Methicillin?
Guides for buyers
Practical guides that help when you source, ship or handle Methicillin
- 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
Get quotes for Methicillin
Embed this structure on your websiteShow code
Paste this code into your page to show the 2D structure of Methicillin with a 3D view, its CAS number and a link back to this page. Free to use with the link kept.
<iframe src="https://www.compoundlist.com/embed/structure/methicillin-61-32-5" title="Methicillin 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