Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C18H23NO3 |
Molecular Weight | 301.3801 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H](CCC1=CC=C(O)C=C1)NC[C@H](O)C2=CC=C(O)C=C2
InChI
InChIKey=YJQZYXCXBBCEAQ-ACJLOTCBSA-N
InChI=1S/C18H23NO3/c1-13(2-3-14-4-8-16(20)9-5-14)19-12-18(22)15-6-10-17(21)11-7-15/h4-11,13,18-22H,2-3,12H2,1H3/t13-,18+/m1/s1
Molecular Formula | C18H23NO3 |
Molecular Weight | 301.3801 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/7408391Curator's Comment: Description was created based on several sources, including http://www.alma.alberta.ca/cs/groups/alma/documents/document/mdaw/mda5/~edisp/agucmint-009415.pdf and http://www.google.com/patents/US8383685
Sources: http://www.ncbi.nlm.nih.gov/pubmed/7408391
Curator's Comment: Description was created based on several sources, including http://www.alma.alberta.ca/cs/groups/alma/documents/document/mdaw/mda5/~edisp/agucmint-009415.pdf and http://www.google.com/patents/US8383685
Ractopamine hydrochloride, a beta-adrenoceptor agonist, is a phenethanolamine salt approved for use as a feed additive. Recently published studies indicate that the RR-isomer (butopamine) is the stereoisomer with the most activity at the beta-adrenoceptor. Butopamine was shown to be a non-selective ligand at the beta1 and beta2-adrenoceptors, but signal transduction is more efficiently coupled through the b2-adrenoceptor than the beta1 adrenoceptor. Therefore, the RR-isomer of ractopamine is considered to be a full agonist at the beta2-adrenoceptor and a partial agonist at the beta1¬adrenoceptor. These results are consistent with the pharmacological characterization of racemic ractopamine in isolated cardiac (atria) and smooth muscle (costo-uterine, vas deferens, trachea), which shows a maximal response at beta2- and a submaximal response at beta1¬adrenoceptors when compared with the full beta1 and beta2-adrenoceptor agonist isoproterenol. Butopamine is chemically similar to dobutamine but, unlike dobutamine, it is not a catecholamine. Butopamine induces a positive inotropic response in patients with congestive heart failure but for equal increments in cardiac output, butopamine increases heart rate more than dobutamine. Butopamine inproved cardiac performance in patients with ventricular dysfunction and congestive heart failure. Butopamine was prepared by Tuttle et al (unpublished data) and has a structure similar to dobutamine. This compound is refractory to the action of catechol-O-methyl transferase and thus it is orally active and has a longlasting action. Clinical findings in acute heart failure cases have been reported by Thompson et al. Intravenous administration produced an increase in the cardiac index and heart rate and shortening of systolic time intervals. A few patients experienced ventricular ectopy, especially with the higher doses used. No data pertaining to oral administration are available.
Originator
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/7408391
Progressive dose-response protocol ranged from 0.02 to 0.17 mcg/kg/min.
Route of Administration:
Intravenous
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:11:34 GMT 2023
by
admin
on
Fri Dec 15 16:11:34 GMT 2023
|
Record UNII |
ZX7907IE2H
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C48149
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
4619
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
82648
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
DTXSID50216876
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
66734-12-1
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
CHEMBL2103767
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
C81649
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
ZX7907IE2H
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
C026597
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
SUB06031MIG
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
100000081565
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY | |||
|
68556
Created by
admin on Fri Dec 15 16:11:34 GMT 2023 , Edited by admin on Fri Dec 15 16:11:34 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |