Compound: Bupivacaine [USAN:INN:BAN]
SMILES: O=C(Nc1c(cccc1C)C)C2N(CCCC2)CCCC
InChIKey: LEBVLXFERQHONN-UHFFFAOYSA-N
Synonyms: Bupivacaine [USAN:INN:BAN], 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (+-)-, Bupivacaine (USAN:INN:BAN), RefChem:1080208, bupivacaine, 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide, 2180-92-9, 38396-39-3, DL-Bupivacaine, Bupivacaina, Anekain, (+-)-Bupivacaine, Bupivacainum, 1-Butyl-2',6'-pipecoloxylidide, Bupivacainum [INN-Latin], Bupivacaina [INN-Spanish], dl-1-Butyl-2',6'-pipecoloxylidide, Exparel, (+/-)-Bupivacaine, AH 250, 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, Win 11318, Bloqueina, 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide, Posimir, 1-butyl-N-(2,6-dimethylphenyl)-piperidine-2-carboxamide, SKY0402, 2',6'-Pipecoloxylidide, 1-butyl-, LIQ865, Bupivan, BR-003, MFCD00243007, Y8335394RO, cBupivacaine, Bupivacaine HCL KIT, bucain, Bucaine, Bucaine (TN), DUR-843, EINECS 218-553-3, EINECS 253-911-2, Bloccoc, Svedocain, Nocita, Carbostesin;, Sensorcaine;, Bloqueina;, Duracaine;, Marcaine;, Meaverin-ultra;, RS-Bupivacaine, Narcain;, UNII-Y8335394RO, HSDB 7790, racemic bupivacaine, (RS)-bupivacaine, Bupivacaina (base), Bupivacaine liposome, SKY 0402, Exparel (TN), Liposomal bupivacaine, Bupivacaine Free Base, Spectrum_001524, (1)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide, Bupivacaine liposome injectable suspension, 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride hydrate, Marcaine and Sensorcaine, BUPIVACAINE [MI], Prestwick0_000305, Prestwick1_000305, Prestwick2_000305, Prestwick3_000305, Spectrum2_001589, Spectrum3_000974, Spectrum4_001098, Spectrum5_001483, BUPIVACAINE [INN], (.+/-.)-1-Butyl-2',6'-pipecoloxylidide, (.+/-.)-Bupivacaine, Bupivacaine (USAN/INN), BUPIVACAINE [HSDB], BUPIVACAINE [USAN], LAC-43 (Salt/Mix), Epitope ID:122662, WIN-11318 free base, BUPIVACAINE [VANDF], Bupivacaine [EP monograph], Marcaine spinal (Salt/Mix), CHEMBL1098, SCHEMBL25438, BSPBio_000270, BSPBio_002607, BUPIVACAINE [WHO-DD], KBioGR_001516, KBioSS_002004, DivK1c_000758, SPBio_001558, SPBio_002489, Bupivacaine; (RS)-bupivacaine, BPBio1_000298, CHEBI:3215, GTPL2397, orb1710763, BUPIVACAINE [GREEN BOOK], DTXSID2022703, CHEBI:77431, KBio1_000758, KBio2_002004, KBio2_004572, KBio2_007140, KBio3_001827, BUPIVACAINE [ORANGE BOOK], LIQ-865, NINDS_000758, HMS2090F12, HMS3428P06, HMS5086P18, Marcaine hydrochloride (Salt/Mix), HY-B0405, MSK11353, SKY-0402, BDBM50350790, EBC-04397, MFCD00941462, STL484283, T0030L, ZYNRELEF COMPONENT BUPIVACAINE, AKOS001637202, AKOS016842516, MSK11353-100A, AC-2096, BS-5224, CS-W023182, DB00297, FB61551, IDI1_000758, NCGC00178579-01, NCGC00178579-02, BB166160, ST065773, SBI-0051846.P002, DB-119016, AB00053674, NS00000609, Bupivacaine Solution in Acetonitrile, 100ug/mL, C07529, D07552, Ropivacaine hydrochloride impurity, bupivacaine-, AB00053674-08, AB00053674-09, AB00053674_10, AB00053674_11, EN300-18292932, L000695, Q422806, BRD-A01636364-003-05-2, BRD-A01636364-003-08-6, BRD-A01636364-003-14-4, BRD-A01636364-003-15-1, F2173-1162, N-(2,6-dimethylphenyl)(1-butyl(2-piperidyl))carboxamide, 1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboximidic acid, 1-butyl-n-(2,6-dimethylphenyl)-2-piperidinecarboximidicAcid, (2RS)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide., (plusmn)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide, 1-Butyl-N-(2 pound not6-dimethylphenyl)piperidine-2-carboxamide, 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (+/-)-, 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (.+/-.)-, ROPIVACAINE HYDROCHLORIDE IMPURITY, BUPIVACAINE- [USP IMPURITY], 119427-31-5
Theoretical properties:
molecular_formula: C18H28N2O
molecular_weight: 288.4 g/mol
exact_mass: 288.220163521 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 5
heavy_atom_count: 21
topological_polar_surface_area: 32.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 107 - 108 °C
solubility: 9.77e-02 g/L
Descriptions:
pubchem: 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide is a piperidinecarboxamide obtained by formal condensation of the carboxy group of N-butylpipecolic acid with the amino group of 2,6-dimethylaniline. It is a piperidinecarboxamide, a tertiary amino compound and an aromatic amide. It is a conjugate base of a 1-butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidinium.
chebi: A piperidinecarboxamide obtained by formal condensation of the carboxy group of <em>N</em>-butylpipecolic acid with the amino group of 2,6-dimethylaniline.
chembl: BUPIVACAINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: This article lists veterinary pharmaceutical drugs alphabetically by name. Many veterinary drugs have more than one name and, therefore, the same drug may be listed more than once.
Abbreviations are used in the list as follows:

INN = International Nonproprietary Name
BAN = British Approved Name
USAN = United States Adopted Name