Alogliptin

C₁₈H₂₁N₅O₂CAS 850649-61-5339.40 g/mol

Open in Covalent MOL file

Nitrile Primary amine Tertiary amine

Properties

Molecular formula: C₁₈H₂₁N₅O₂
Molar mass: 339.40 g/mol
Exact mass: 339.1695 Da
logP: 0.39Crippen estimate
Polar surface area: 97.0 Å²
H-bond donors / acceptors: 1 / 5
Rotatable bonds: 3
Stereocentres: Rin SMILES atom order

Hazards

Warning

H302 Harmful if swallowed100% of notifiers
H315 Causes skin irritation100% of notifiers
H319 Causes serious eye irritation100% of notifiers
H335 May cause respiratory irritation100% of notifiers

Aggregated from 53 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

850649-61-5

SMILES

Cn1c(=O)cc(N2CCC[C@@H](N)C2)n(Cc2ccccc2C#N)c1=O

InChIKey

ZSBOMTDTBDDKMP-OAHLLOKOSA-N

InChI

InChI=1S/C18H21N5O2/c1-21-17(24)9-16(22-8-4-7-15(20)12-22)23(18(21)25)11-14-6-3-2-5-13(14)10-19/h2-3,5-6,9,15H,4,7-8,11-12,20H2,1H3/t15-/m1/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.72 (dd, J = 7.7, 1.6 Hz, 1H), 7.64 (m, J = 7.7, 1.6 Hz, 1H), 7.54 (m, J = 7.7, 1.6 Hz, 1H), 7.54 (m, J = 7.7, 1.6 Hz, 1H), 5.37 (s, 1H), 4.37 (s, 2H), 3.13 (m, J = 7.0 Hz, 2H), 3.04 (m, J = 7.0 Hz, 1H), 2.89 (t, J = 7.0 Hz, 2H), 2.85 (s, 3H), 1.76 (q, J = 7.0 Hz, 2H), 1.52 (quint, J = 7.0 Hz, 2H), 1.20 (br s, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 164.3, 158.6, 154.5, 146.8, 132.7, 132.0, 127.6, 127.2, 118.7, 111.0, 67.6, 62.5, 52.5, 51.0, 44.8, 35.2, 26.0, 24.5.

[M + H]+

[M + H]+ Calcd for C18H22N5O2 340.1768

[M + Na]+

[M + Na]+ Calcd for C18H21N5NaO2 362.1587

[M − H]−

[M − H]− Calcd for C18H20N5O2 338.1622

Elemental analysis

Anal. Calcd for C18H21N5O2: C, 63.70; H, 6.24; N, 20.64.

Weigh it out

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

Names and synonyms

5 names

Benzonitrile, 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-
2-[[6-[(3R)-3-Amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]benzonitrile
(R)-2-[6-[3-Aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-ylmethyl]benzonitrile
2-[[6-[(3R)-3-Aminopiperidin-1-yl]-3-methyl-2,4-dioxopyrimidin-1-yl]methyl]benzonitrile
Vipidia

Work with Alogliptin

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

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Alogliptin benzoate850649-62-6Salt

Similar compounds

Trelagliptin865759-25-780 % similar Trelagliptin succinate1029877-94-870 % similar Linagliptin668270-12-037 % similar (R)-3-Amino-1-N-cbz-piperidine1044560-96-431 % similar Phenylmethyl 3-amino-1-piperidinecarboxylate711002-74-331 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook