4-Hydroxy thalidomide

C₁₃H₁₀N₂O₅CAS 5054-59-1274.23 g/mol

Open in Covalent MOL file

Amide Lactam Phenol

Properties

Molecular formula: C₁₃H₁₀N₂O₅
Molar mass: 274.23 g/mol
Exact mass: 274.0590 Da
logP: -0.21Crippen estimate
Polar surface area: 103.8 Å²
H-bond donors / acceptors: 2 / 5
Rotatable bonds: 1

Hazards

Danger

H301 Toxic if swallowed20% of notifiers
H302 Harmful if swallowed60% of notifiers
H312 Harmful in contact with skin20% of notifiers
H361 Suspected of damaging fertility or the unborn child80% of notifiers
H361d Suspected of damaging the unborn child20% of notifiers

Aggregated from 5 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P264, P270, P280, P301+P316, P301+P317, P302+P352, P317, P318, P321, P330, P362+P364, P405, P501

Identifiers

CAS number

5054-59-1

SMILES

C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)O

InChIKey

XMPJICVFSDYOEG-UHFFFAOYSA-N

InChI

InChI=1S/C13H10N2O5/c16-8-3-1-2-6-10(8)13(20)15(12(6)19)7-4-5-9(17)14-11(7)18/h1-3,7,16H,4-5H2,(H,14,17,18)

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 8.50 (br s, 1H), 7.62 (m, J = 7.7, 1.6 Hz, 1H), 7.51 (m, J = 7.7 Hz, 1H), 7.07 (dd, J = 7.7, 1.6 Hz, 1H), 5.30 (br s, 1H), 5.14 (t, J = 7.0 Hz, 1H), 2.64 (m, J = 7.0 Hz, 2H), 2.58 (m, J = 7.0 Hz, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 172.9, 170.6, 169.5, 169.5, 154.2, 133.6, 133.3, 119.9, 119.4, 119.1, 53.5, 26.5, 26.0.

[M + H]+

[M + H]+ Calcd for C13H11N2O5 275.0662

[M + Na]+

[M + Na]+ Calcd for C13H10N2NaO5 297.0482

[M − H]−

[M − H]− Calcd for C13H9N2O5 273.0517

Elemental analysis

Anal. Calcd for C13H10N2O5: C, 56.94; H, 3.68; N, 10.22.

Weigh it out

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

Work with 4-Hydroxy thalidomide

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

Pomalidomide19171-19-872 % similar 2-(2,6-Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione835616-60-972 % similar Thalidomide50-35-171 % similar Lenalidomide191732-72-650 % similar 3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione827026-45-946 % similar 2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)pentanedioic acid2301-52-243 % similar N-Phthaloyl-L-glutamic acid340-90-943 % similar N-Phthaloyl-L-glutamine3343-29-139 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook