| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 21 | Yes |
Popular Name: Bupivacaine hydrochloride Bupivacaine hydrochloride
Find On: PubMed — Wikipedia — Google
CAS Numbers: 14252-80-3 , 14252-80-3, 2180-92-9 [bu , 14252-80-3, 2180-92-9 [bupivacaine], 18010-40-7 [anhydrous] , 18010-40-7 , 2180-92-9 , 27262-47-1 , 27262-48-2 , 38396-39-3 , [14252-80-3] , [18010-40-7] , [2180-92-9] , [27262-47-1] , [27262-48-2] , [38396-39-3]
(-)-(S)-Bupivacaine hydrochloride
(2S)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
(S)-(-)-Bupivacaine hydrochloride monohydrate
(S)-(-)-Bupivacaine hydrochloride monohydrate, 99%+
(S)-1-Butyl-2',6'-pipecoloxylidide
(S)-1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
1-Butyl-N- -piperidine-2-carboxamide
1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide
1-Butyl-N-(2,6-dimethylphenyl)-piperidine-2-carboxamide
1-Butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
1-Butyl-piperidine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide
18010-40-7; Bupivacaine hydrochloride; Prestwick_894
2',6'-Pipecoloxylidide, 1-butyl-, L-(-)-
2180-92-9; Bucaine (TN); Bupivacaine (USAN/INN); D07552; Exparel (TN)
27262-47-1; C07887; L-(-)-1-Butyl-2',6'-pipecoloxylidide; Levobupivacaine
27262-47-1; D08116; Levobupivacaine (INN); Novabupi (TN)
bupivacaina; bupivacaine; bupivacainum
Bupivacaine hydrochloride (Marcain)
bupivacaine hydrochloride hydrate
INN); Levobupivacaine HCl (FDA
INN); Levobupivacaine Hydrochloride (FDA
L-(-)-1-Butyl-2',6'-pipecoloxylidide
Marcain, Marcaine, Sensorcaine, Vivacaine
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 3.34 | 10.37 | -35.63 | 2 | 3 | 1 | 34 | 289.443 | 5 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| mechanism | . | ZereneX Building Blocks |
| ALOGPS_SOLUBILITY | 9.77e-02 g/l | DrugBank-approved |
| Purity | 95% | Fluorochem |
| Purity | >95% | Fluorochem |
| Therapy | anesthetic (local) | SMDC MicroSource |
| mechanism | Blocks the generation and the conduction of nerve impulses, | IBScreen Bioactives |
| Patent Database Links | EP1405646; EP1559418; EP1576953; EP1586347; EP1685843; EP1702597; EP1712220; EP1762236; EP1772767; EP1813295; EP1815846; EP1829527; EP1829528; EP1834627; EP1894559; EP1902705; EP1972684; EP1990639; US2004068007; US2004254182; US2007189977; US2007189978; U | ChEBI |
| biological_use | Local anaesthetic | IBScreen Bioactives |
| Indications | local anesthetic | KeyOrganics Bioactives |
| Target | Others | Selleck Chemicals |
| mechanism | presumably by increasing the threshold for electrical excitation in the nerve, by slowing the propagation of the nerve impulse, and by reducing the rate of rise of the action potential | IBScreen Bioactives |
| Target | Sodium Channel | Selleck Chemicals |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| SCN1A-1-E | Sodium Channel Protein Type I Alpha Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 5400 | 0.35 | Binding ≤ 10μM |
| SCN2A-1-E | Sodium Channel Protein Type II Alpha Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 5400 | 0.35 | Binding ≤ 10μM |
| SCN3A-1-E | Sodium Channel Protein Type III Alpha Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 5400 | 0.35 | Binding ≤ 10μM |
| SCN8A-1-E | Sodium Channel Protein Type VIII Alpha Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 5400 | 0.35 | Binding ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| SCN1A_HUMAN | P35498 | Sodium Channel Protein Type I Alpha Subunit, Human | 5400 | 0.35 | Binding ≤ 10μM |
| SCN2A_HUMAN | Q99250 | Sodium Channel Protein Type II Alpha Subunit, Human | 5400 | 0.35 | Binding ≤ 10μM |
| SCN3A_HUMAN | Q9NY46 | Sodium Channel Protein Type III Alpha Subunit, Human | 5400 | 0.35 | Binding ≤ 10μM |
| SCN8A_HUMAN | Q9UQD0 | Sodium Channel Protein Type VIII Alpha Subunit, Human | 5400 | 0.35 | Binding ≤ 10μM |
| Description | Species |
|---|---|
| Interaction between L1 and Ankyrins |
