CAS 85-79-0|dibucaine|Dibucaine|狄布卡因|2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide|Dibucaine|CINCHOCAINE|Cinchocaine|Sovcaine|Nupercainal|Dermacaine|cinchocaine hydrochloride|Heavy S...

基本信息

化学结构

分子式

C₂₀H₂₉N₃O₂

分子量

343.46316

精确质量

343.22597718

电荷

InChI

InChI=1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24)

InChIKey

PUFQVTATUTYEAL-UHFFFAOYSA-N

Canonic Smiles

CCCCOc1nc2ccccc2c(c1)C(=O)NCCN(CC)CC

Isomeric Smiles

O(c1nc2c(c(C(=O)NCCN(CC)CC)c1)cccc2)CCCC

计算属性

JChem

LogD (pH = 7.4)

2.05

LogD (pH = 5.5)

0.48

Log P

3.70

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

9.04

极化表面积

54.46

极化性

40.93

摩尔折射率

102.12

LOG S

-4.60

数据来源

名称和标识

IUPAC传统名

dibucaine

别名

Dibucaine狄布卡因DibucaineCINCHOCAINECINCHOCAINE2-Butoxy-quinoline-4-carboxylic acid (2-diethylamino-ethyl)-amidedibucaine basealpha-butyloxycinchonic acid-gamma-diethylethylenediaminedibucainecinchocaine2-butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamideDIBUCAINEDibucaine2-butoxy-N-(alpha-diethylaminoethyl)cinchoninamide2-butoxy-N-(2-(diethylamino)ethyl)cinchoninamidealpha-butyloxycinchoninic acid diethylethylenediamideN-(2-(diethylamino)ethyl)-2-butoxycinchoninamide2-N-butoxy-N-(2-diethylaminoethyl)cinchoninamide2-butoxyquinoline-4-carboxylic acid diethylaminoethylamide2-butoxy-N-(beta-diethylaminoethyl)cinchoninamide

IUPAC标准名

2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide

商标名

SovcaineCinchocaineDermacaineNupercainalHeavy Solution NupercaineCinchocaine HCLcinchocaine hydrochlorideNupercaineDibucaine hydrochlorideDibucaine baseDibucain

国际非专利药品(INN)

cincocainiocinchocainumcinchocaine

名称和标识

数据登录号

MDL号

MFCD00047595

CAS号

85-79-0

EC号

201-632-1

PubChem SID

248932381609638724650673485441075

PubChem CID

3025

ATC码

N01BB06S02DA04C05AD04D04AB02S01HA06

CHEMBL

1086CHEMBL1086

美国药典/FDA物质标识码

L6JW2TJG99

Chemspider ID

2917

CHEBI ID

247956CHEBI:4500CHEBI:247956

KEGG ID

DrugBank ID

维基百科标题

BindingDB数据库

BRENDA数据库

3.1.1.83.1.4.112.3.1.232.7.7.15

KEGG DRUG Database

D00733

PubMed文献链接

287322723953476

MetaboLights数据库

MTBLS1642MTBLS2878MTBLS673MTBLS1411

HMDB数据库

HMDB0014668

Drug Central Database

Reaxys Registry

专利号

ACToR数据库

LINCS数据库

NMRShiftDB数据库

CompTox数据库

Beilstein号

SureChEMBL数据库

数据登录号

化合物性质

理化性质

疏水性(logP)

4.2

溶解度

42 mg/L

产品相关信息

质检报告

下载链接

级别

analytical standard

安全信息

MSDS下载

下载链接

GHS警示性声明

P280-P305+P351+P338

GHS危险声明

H302-H318

安全公开号

26-39

急性毒性（口服，皮肤接触，吸入），类别4

皮肤刺激，类别2

眼刺激，类别2

皮肤过敏，类别1

特定目标器官毒性 -一次接触，类别3

Danger

有害性 (Xn)

22-41

GD3150000

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

给药途径

topical, intravenous (equine euthanasia)

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB00527

Drug Groups

approved

Description

A local anesthetic of the amide type now generally used for surface anesthesia. It is one of the most potent and toxic of the long-acting local anesthetics and its parenteral use is restricted to spinal anesthesia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1006)

Indication

For production of local or regional anesthesia by infiltration techniques such as percutaneous injection and intravenous regional anesthesia by peripheral nerve block techniques such as brachial plexus and intercostal and by central neural techniques such as lumbar and caudal epidural blocks.

Pharmacology

Dibucaine is an amide-type local anesthetic, similar to lidocaine.

Toxicity

Subcutaneous LD₅₀ in rat is 27 mg/kg. Symptoms of overdose include convulsions, hypoxia, acidosis, bradycardia, arrhythmias and cardiac arrest.

Affected Organisms

Humans and other mammals

Biotransformation

Primarily hepatic.

Absorption

In general, ionized forms (salts) of local anesthetics are not readily absorbed through intact skin. However, both nonionized (bases) and ionized forms of local anesthetics are readily absorbed through traumatized or abraded skin into the systemic circulation.

References

• Abdel-Ghani NT, Youssef AF, Awady MA: Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry. Farmaco. 2005 May;60(5):419-24. [Pubmed]

• Souto-Padron T, Lima AP, Ribeiro Rde O: Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi. Parasitol Res. 2006 Sep;99(4):317-20. Epub 2006 Apr 13. [Pubmed]

• Nounou MM, El-Khordagui LK, Khalafallah N: Effect of various formulation variables on the encapsulation and stability of dibucaine base in multilamellar vesicles. Acta Pol Pharm. 2005 Sep-Oct;62(5):369-79. [Pubmed]

External Links

• [Wikipedia]

• [Drugs.com]

MP Biomedicals

05201127

MP Biomedicals Rare Chemical collection

Wikipedia

Dibucaine

Sigma Aldrich

D0513

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
强效、长效局部麻醉剂
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D0513.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

ChEBI

CHEBI:247956

A monocarboxylic acid amide that is the 2-(diethylamino)ethyl amide of 2-butoxyquinoline-4-carboxylic acid. One of the most potent and toxic of the long-acting local anesthetics, its parenteral use was restricted to spinal anesthesia. It is now generally only used (usually as the hydrochloride) in creams and ointments and in suppositories for temporary relief of pain and itching associated with skin and anorectal conditions.

描述信息

参考文献

PubChem文献

数据源提供

• Abdel-Ghani NT, Youssef AF, Awady MA: Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry. Farmaco. 2005 May;60(5):419-24. Pubmed

• Souto-Padron T, Lima AP, Ribeiro Rde O: Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi. Parasitol Res. 2006 Sep;99(4):317-20. Epub 2006 Apr 13. Pubmed

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC传统名

dibucaine

别名

IUPAC标准名

2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide

商标名

SovcaineCinchocaineDermacaineNupercainalHeavy Solution NupercaineCinchocaine HCLcinchocaine hydrochlorideNupercaineDibucaine hydrochlorideDibucaine baseDibucain

国际非专利药品(INN)

cincocainiocinchocainumcinchocaine

数据登录号

MDL号

MFCD00047595

CAS号

85-79-0

EC号

201-632-1

PubChem SID

248932381609638724650673485441075

PubChem CID

3025

ATC码

N01BB06S02DA04C05AD04D04AB02S01HA06

CHEMBL

1086CHEMBL1086

美国药典/FDA物质标识码

L6JW2TJG99

Chemspider ID

2917

CHEBI ID

247956CHEBI:4500CHEBI:247956

KEGG ID

DrugBank ID

维基百科标题

BindingDB数据库

BRENDA数据库

3.1.1.83.1.4.112.3.1.232.7.7.15

KEGG DRUG Database

D00733

PubMed文献链接

287322723953476

MetaboLights数据库

MTBLS1642MTBLS2878MTBLS673MTBLS1411

HMDB数据库

HMDB0014668

Drug Central Database

Reaxys Registry

专利号

ACToR数据库

LINCS数据库

NMRShiftDB数据库

CompTox数据库

Beilstein号

SureChEMBL数据库

描述信息

DB00527

Drug Groups

approved

Description

Indication

Pharmacology

Dibucaine is an amide-type local anesthetic, similar to lidocaine.

Toxicity

Subcutaneous LD₅₀ in rat is 27 mg/kg. Symptoms of overdose include convulsions, hypoxia, acidosis, bradycardia, arrhythmias and cardiac arrest.

Affected Organisms

Humans and other mammals

Biotransformation

Primarily hepatic.

Absorption

References

• Abdel-Ghani NT, Youssef AF, Awady MA: Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry. Farmaco. 2005 May;60(5):419-24. [Pubmed]

• Souto-Padron T, Lima AP, Ribeiro Rde O: Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi. Parasitol Res. 2006 Sep;99(4):317-20. Epub 2006 Apr 13. [Pubmed]

External Links

• [Wikipedia]

• [Drugs.com]

MP Biomedicals

05201127

MP Biomedicals Rare Chemical collection

D0513

参考文献

PubChem文献

数据源提供

• Abdel-Ghani NT, Youssef AF, Awady MA: Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry. Farmaco. 2005 May;60(5):419-24. Pubmed

• Souto-Padron T, Lima AP, Ribeiro Rde O: Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi. Parasitol Res. 2006 Sep;99(4):317-20. Epub 2006 Apr 13. Pubmed

生物活性

PubChem BioAssay

化合物性质

理化性质

疏水性(logP)

4.2

溶解度

42 mg/L

产品相关信息

质检报告

下载链接

级别

analytical standard

安全信息

MSDS下载

下载链接

GHS警示性声明

P280-P305+P351+P338

GHS危险声明

H302-H318

安全公开号

26-39

急性毒性（口服，皮肤接触，吸入），类别4

皮肤刺激，类别2

眼刺激，类别2

皮肤过敏，类别1

特定目标器官毒性 -一次接触，类别3

Danger

有害性 (Xn)

22-41

GD3150000

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

给药途径

topical, intravenous (equine euthanasia)

化合物信息

ID:409