
CAS Number73360-54-0
SynonymsWin 11,318; Bupivacaine HCl H2-O; 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrate hydrochloride; Bupivacaine hydrochloride; Marcaine (TN); 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide,hydrate,hydrochloride; 2-Piperidinecarboxamide,1-butyl-N-(2,6-dimethylphenyl)-,monohydrochloride,monohydrate
Molecular FormulaC18H31ClN2O2
Molecular Weight342.90
Purity98%%
Melting Point255-259℃
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 73360-54-0 |
| Catalog No. | 2A-1173477 |
| Chinese Name | 盐酸布比卡因 |
| Synonyms | Win 11,318; Bupivacaine HCl H2-O; 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrate hydrochloride; Bupivacaine hydrochloride; Marcaine (TN); 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide,hydrate,hydrochloride; 2-Piperidinecarboxamide,1-butyl-N-(2,6-dimethylphenyl)-,monohydrochloride,monohydrate |
| Molecular Formula | C18H31ClN2O2 |
| Molecular Weight | 342.90 |
| Purity | 98% |
| Melting Point | 255-259℃ |
| Application | Bupivacaine hydrochloride monohydrate is an NMDA receptor inhibitor. Bupivacaine hydrochloride monohydrate blocks sodium, L-calcium and potassium channels. Bupivacaine hydrochloride monohydrate effect |
| PubChem ID | 7848513 |
| MDL Number | MFCD00941462 |
| SMILES | [Cl-].[N+H]1(C(CCCC1)C(=O)Nc2c(cccc2C)C)CCCC.O |
| InChI | 1S/C18H28N2O.ClH.H2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H;1H2 |
| InChI Key | HUCIWBPMHXGLFM-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1 |
| MSDS | msds/173780_1_73360_54_0.pdf |
| Bioactivity | Bupivacaine hydrochloride monohydrate is a NMDA receptor inhibitor. Bupivacaine hydrochloride monohydrate can block sodium, L-calcium, and potassium channels. Bupivacaine hydrochloride monohydrate potently blocks SCN5A channels with the IC50 of 69.5 μM. Bupivacaine hydrochloride monohydrate can be used for the research of chronic pain[1][2][3]. Related Catalog Signaling Pathways >> Neuronal Signaling >> iGluR Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cancer Research Areas >> Neurological Disease Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR Target NMDA Receptor References [1]. Meaghan A Paganelli, et al. Actions of Bupivacaine, a widely used local anesthetic, on NMDA receptor responses. J Neurosci. 2015 Jan 14;35(2):831-42. [2]. Alexander P Schwoerer, et al. A Comparative Analysis of Bupivacaine and Ropivacaine Effects on Human Cardiac SCN5A Channels. Anesth Analg. 2015 Jun;120(6):1226-34. [3]. Carsten Stoetzer, et al. Inhibition of Voltage-Gated Na+ Channels by Bupivacaine Is Enhanced by the Adjuvants Buprenorphine, Ketamine, and Clonidine. Reg Anesth Pain Med.Jul/Aug 2017;42(4):462-468. Chemical & Physical Properties Melting Point 255-259℃ Molecular Formula C18H31ClN2O2 Molecular Weight 342.90 Exact Mass 342.20700 PSA 45.06000 LogP 5.22160 InChIKey HUCIWBPMHXGLFM-UHFFFAOYSA-N SMILES CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C.Cl.O |
| Use of | Bupivacaine hydrochloride monohydrate is a NMDA receptor inhibitor. Bupivacaine hydrochloride monohydrate can block sodium, L-calcium, and potassium channels. Bupivacaine hydrochloride monohydrate potently blocks SCN5A channels with the IC50 of 69.5 μM. Bupivacaine hydrochloride monohydrate can be used for the research of chronic pain[1][2][3]. Properties Articles58 Name bupivacaine hydrochloride hydrate Synonym More Synonyms Bupivacaine Hydrochloride Biological Activity Description Bupivacaine hydrochloride monohydrate is a NMDA receptor inhibitor. Bupivacaine hydrochloride monohydrate can block sodium, L-calcium, and potassium channels. Bupivacaine hydrochloride monohydrate potently blocks SCN5A channels with the IC50 of 69.5 μM. Bupivacaine hydrochloride monohydrate can be used for the research of chronic pain[1][2][3]. Related Catalog Signaling Pathways >> Neuronal Signaling >> iGluR Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cancer Research Areas >> Neurological Disease Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR NMDA Receptor References [1]. Meaghan A Paganelli, et al. Actions of Bupivacaine, a widely used local anesthetic, on NMDA receptor responses. J Neurosci. 2015 Jan 14;35(2):831-42. [2]. Alexander P Schwoerer, et al. A Comparative Analysis of Bupivacaine and Ropivacaine Effects on Human Cardiac SCN5A Channels. Anesth Analg. 2015 Jun;120(6):1226-34. [3]. Carsten Stoetzer, et al. Inhibition of Voltage-Gated Na+ Channels by Bupivacaine Is Enhanced by the Adjuvants Buprenorphine, Ketamine, and Clonidine. Reg Anesth Pain Med.Jul/Aug 2017;42(4):462-468. Chemical & Physical Properties Exact Mass 342.20700 PSA 45.06000 LogP 5.22160 InChIKey HUCIWBPMHXGLFM-UHFFFAOYSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Bupivacaine hydrochloride) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Bupivacaine hydrochloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Bupivacaine hydrochloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| 1,3-Bis(dodecyloxy)benzene | 41662-92-4 | 2A-1173472 |
| 6-AMINO CAPRONITRILE | 2432-74-8 | 2A-1173473 |
| BUTYL PHTHALYL BUTYL GLYCOLATE | 85-70-1 | 2A-1173474 |
| 2-HEPTENOIC ACID | 18999-28-5 | 2A-0173475 |
| 7-TRIDECANONE | 462-18-0 | 2A-1173476 |
| CNS 7056 | 308242-62-8 | 2A-1173478 |
| 5-IODO-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE | 40644-14-2 | 2A-1173480 |
| 3-CHLORO-2,2-DIMETHYL-BUT-3-ENOIC ACID METHYL ESTER | 56663-74-2 | 2A-1173481 |
| 2,2-DIMETHYL-BUT-3-YNOIC ACID | 56663-76-4 | 2A-1173485 |
| (5-FLUORO-2-METHYL-3-(QUINOLIN-2-YLMETHYL)-INDOL-1-YL)-ACETIC ACID ETHYL ESTER | 908561-38-6 | 2A-1173490 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA