Clavulanic acid was discovered around 1974/75 by British scientists working at the drug company Beecham. After several attempts, Beecham finally filed for US patent protection for the drug in 1981, and U.S. Patents 4,525,352, 4,529,720 and 4,560,552 were granted in 1985.

The Clavulanic acid with CAS registry number of 58001-44-8 is also known as 4-Oxa-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3-(2-hydroxyethylidene)-7-oxo-, (2R,3Z,5R)-. The IUPAC name is (2R,3Z,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. It belongs to product categories of Antibiotics. Its EINECS registry number is 261-069-2. In addition, the formula is C₈H₉NO₅ and the molecular weight is 199.16. This chemical is a colorless needle-like crystal that soluble in water. It is a beta-lactamase inhibitor and used to overcome resistance in bacteria. What's more, it can be prepared by alkylation and chlorination decarboxylation reaction of 3-methylthiopropyllactam.

Physical properties about Clavulanic acid are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 6; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 3; (8)Index of Refraction: 1.644; (9)Molar Refractivity: 43.56 cm³; (10)Molar Volume: 120.2 cm³; (11)Surface Tension: 82.2 dyne/cm; (12)Density: 1.65 g/cm³; (13)Flash Point: 283.9 °C; (14)Enthalpy of Vaporization: 94.82 kJ/mol; (15)Boiling Point: 545.8 °C at 760 mmHg; (16)Vapour Pressure: 3.45E-14 mmHg at 25 °C.

Uses of Clavulanic acid: it is used to produce 2-(2-pyridyl)ethyl clavulanate by reaction with 2-pyridin-2-yl-ethanol. The reaction occurs with reagent dicyclohexylcarbodi-imide and solvent acetonitrile with ambient temperature. The yield is about 50%.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid contact with skin and eyes. After using it, take off immediately all contaminated clothing. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1C2N(C1=O)C(C(=CCO)O2)C(=O)O
2. Isomeric SMILES: C1[C@@H]2N(C1=O)[C@H](/C(=C/CO)/O2)C(=O)O
3. InChI: InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1
4. InChIKey: HZZVJAQRINQKSD-PBFISZAISA-N

The toxicity data is as follows: