Mecillinam - analytical standard , CAS No.32887-01-7

CAS: 32887-01-7 Cat. No.: M114317 Molecular Weight: 325.43 EC Number: 251-277-1

GRADE & PURITY Analytical standard

Synonyms

AKOS040744826 | HMS2051E14 | MLS001424041 | AMDINOCILLIN [MI] | Mecillinamum | Ro-10-9070 | V10579P3QZ | AMDINOCILLIN | Hexacillin | Mecillinam [INN] | MECILLINAM [MART.] | Q13019044 | 6beta-{[(azepan-1-yl)methylidene]amino}-2,2-dimethylpenam-3alpha-carbo

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

AKOS040744826 | HMS2051E14 | MLS001424041 | AMDINOCILLIN [MI] | Mecillinamum | Ro-10-9070 | V10579P3QZ | AMDINOCILLIN | Hexacillin | Mecillinam [INN] | MECILLINAM [MART.] | Q13019044 | 6beta-{[(azepan-1-yl)methylidene]amino}-2,2-dimethylpenam-3alpha-carbo

Specifications & Purity

analytical standard

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard

Names and Identifiers

• Pubchem Sid: 528774692
• Canonical Smiles: CC1(C(N2C(S1)C(C2=O)N=CN3CCCCCC3)C(=O)O)C
• IUPAC Name: (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• InChIKey: BWWVAEOLVKTZFQ-NTZNESFSSA-N
• INCHI: 1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N=CN3CCCCCC3)C(=O)O)C
• WGK Germany: 2
• RTECS: XI0185000
• Molecular Weight: 325.43
• Reaxy-Rn: 894180
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=894180&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Penams Azepanes Thiazolidines Tertiary carboxylic acid amides Azetidines Azacyclic compounds Thiohemiaminal derivatives Propargyl-type 1,3-dipolar organic compounds Carboxamidines Monocarboxylic acids and derivatives Formamidines Dialkylthioethers Carboxylic acids Carboximidamides Hydrocarbon derivatives Carbonyl compounds Organic oxides Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Penam - Azepane - Beta-lactam - Tertiary carboxylic acid amide - Thiazolidine - Azetidine - Carboxamide group - Lactam - Amidine - Formamidine - Carboxylic acid amidine - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Dialkylthioether - Thioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Hemithioaminal - Organooxygen compound - Organopnictogen compound - Carbonyl group - Organic oxide - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organonitrogen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: penicillin

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 156°C
• Molecular Weight: 325.400 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 325.146 Da
• Monoisotopic Mass: 325.146 Da
• Topological Polar Surface Area: 98.500 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 500.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lu-Ning Sun, Yang Zhao, Hua-Ye Gao, Yan-Ling Yang, Xu-Ping Qian, Shi-Yu Sun, Yu Wang, Li Ding, Yong-Qing Wang.  (2022)  LC-MS/MS methods for determination of unstable pivmecillinam and mecillinam in acidified human plasma: Application to a pharmacokinetic study.  JOURNAL OF SEPARATION SCIENCE,  45  (14): (2543-2554).  [PMID:35593582] [10.1002/jssc.202200070]

2. Min Chen, Huifang Jiao, Dandan Lu, Wenhuan Chen, Zhen Yang, Xue Liang, Pengcheng Wei, Kunpeng Liu.  (2025)  Broad-spectrum anti-influenza activity of the NMPA-approved drug Pamiparib is uncovered by virtual docking to the evolutionarily conserved domain of IAV-M2 protein.  BIOORGANIC & MEDICINAL CHEMISTRY,      [PMID:41380528] [10.1016/j.bmc.2025.118518]

3. Min Chen, Wenhuan Chen, Xinyi Jiang, Shaomei Liang, Yingqiao Qin, Jiayi Tang, Yifei Li, Qifan Wu, Xue Liang, Pengcheng Wei, Kunpeng Liu, Sulan Luo.  (2026)  Virtual screening targeting the conserved domain of the IAV M2 protein reveals the potential broad-spectrum anti-IAV activity of ajmaline.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:41881854] [10.1016/j.bbrc.2026.153643]