Amoxicillin piperazine-2,5-dione

C₁₆H₁₉N₃O₅SCAS 94659-47-9365.40 g/mol

Open in Covalent MOL file

Amide Carboxylic acid Lactam Phenol Secondary amine Sulfide

Properties

Molecular formula: C₁₆H₁₉N₃O₅S
Molar mass: 365.40 g/mol
Exact mass: 365.1045 Da
logP: -0.06Crippen estimate
Polar surface area: 127.8 Å²
H-bond donors / acceptors: 5 / 6
Rotatable bonds: 3

Hazards

Warning

H302 Harmful if swallowed100% of notifiers

Aggregated from the ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P270, P301+P317, P330, P501

Identifiers

CAS number

94659-47-9

SMILES

CC1(C(NC(S1)C2C(=O)NC(C(=O)N2)C3=CC=C(C=C3)O)C(=O)O)C

InChIKey

IIZCCQJEPBWGJU-UHFFFAOYSA-N

InChI

InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-14(25-16)10-13(22)17-9(12(21)18-10)7-3-5-8(20)6-4-7/h3-6,9-11,14,19-20H,1-2H3,(H,17,22)(H,18,21)(H,23,24)

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 7.24 (d, J = 7.7 Hz, 2H), 6.80 (d, J = 7.7 Hz, 2H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.57 (d, J = 5.0 Hz, 1H), 5.30 (br s, 1H), 4.87 (dd, J = 7.0, 5.0 Hz, 1H), 4.71 (d, J = 7.0 Hz, 1H), 4.32 (s, 1H), 1.26 (s, 6H), 1.20 (br s, 1H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 178.0, 170.6, 170.6, 153.5, 135.8, 128.4, 115.6, 83.1, 65.8, 65.6, 63.8, 44.8, 23.8.

[M + H]+

[M + H]+ Calcd for C16H20N3O5S 366.1118

[M + Na]+

[M + Na]+ Calcd for C16H19N3NaO5S 388.0938

[M − H]−

[M − H]− Calcd for C16H18N3O5S 364.0973

Elemental analysis

Anal. Calcd for C16H19N3O5S: C, 52.59; H, 5.24; N, 11.50; S, 8.77.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

3 names

4-Thiazolidinecarboxylic acid, 2-[5-(4-hydroxyphenyl)-3,6-dioxo-2-piperazinyl]-5,5-dimethyl-
2-[5-(4-Hydroxyphenyl)-3,6-dioxo-2-piperazinyl]-5,5-dimethyl-4-thiazolidinecarboxylic acid
2,5-Amoxipiperazinedione

Work with Amoxicillin piperazine-2,5-dione

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Amoxicillin dimer73590-06-469 % similar Amoxicillin related compound D (50 mg) ((4S)-2-{[(R)-2-amino-2-(4-hydroxyphenyl)acetamido](carboxy)methyl}-5,5-dimethylthiazolidine-4-carboxylic acid, monosodium salt)68728-47-258 % similar (2R)-2-(4-Hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl]-(2R)-2-(4-hydroxyphenyl)glycinamide188112-75-653 % similar Aspoxicillin63358-49-647 % similar Amoxicillin trihydrate61336-70-744 % similar N-Boc-4-Hydroxyphenyl-DL-glycine53249-34-642 % similar 5-(4-Hydroxyphenyl)imidazolidine-2,4-dione2420-17-941 % similar 5-(4-Hydroxyphenyl)-2,4-imidazolidinedione54832-24-541 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Cephalexin monohydrate23325-78-2 Amoxicillin26787-78-0 Biotinyl-4-nitrophenyl ester33755-53-2 Cefroxadine51762-05-1

Elsewhere

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