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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27NO
Molecular Weight 333.4666
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEPTROPINE

SMILES

CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC3C4=C(CCC5=C3C=CC=C5)C=CC=C4

InChI

InChIKey=ZWPODSUQWXAZNC-PMOLBWCYSA-N
InChI=1S/C23H27NO/c1-24-18-12-13-19(24)15-20(14-18)25-23-21-8-4-2-6-16(21)10-11-17-7-3-5-9-22(17)23/h2-9,18-20,23H,10-15H2,1H3/t18-,19+,20+

HIDE SMILES / InChI
Molecular Formula C23H27NO
Molecular Weight 333.4666
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Deptropine citrate is a well-known H1-histamine receptor antagonist and muscarinic receptor antagonist. It is prescribed frequently for treatment of asthma, although there has been a sharp decrease in prescriptions since 1994. Deptropine is gradually being replaced by inhaled beta 2 adrenergic agonists and glucocorticosteroids as the preferred clinical prescription. Recently deptropine has garnered interest as a potential treatment for breast cancer. In vitro studies have shown deptropine citrate has inhibitory effects on cell viability and mammosphere formation in Breast Cancer Stem Cells (BCSCs). However, it does not seem to inhibit the self-renewal capacity of the breast cancer cell line MDA-MB-231 when it is enriched with Cancer Stem Cells.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Histamine H1 receptor
315
Target ID: P35367
Gene ID: 3269.0
Gene Symbol: HRH1
Target Organism: Homo sapiens (Human)
Antagonist
2778
Antagonist
2778
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Not Provided
504
Unknown

Approved Use

Unknown
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Anti-asthmatic drugs and dosage forms in children: a cross-sectional study.
2002 Aug
Computed critiquing integrated into daily clinical practice affects physicians' behavior--a randomized clinical trial with AsthmaCritic.
2006

Sample Use Guides

In Vitro Use Guide
The ability to form mammospheres is correlated with the frequency of Cancer stem cells (CSCs) and progenitor cells in tumor cell lines. Thus, was analyzed the effects of different concentrations of deptropine citrate on mammosphere formation of MDA-MB-231 and 4T1-luc2 cells. In MDA-MB-231 cells, deptropine citrate reduced the size as well as the number of mammospheres significantly in a dose-dependent manner. The IC50 values of deptropine citrate for MDA-MB-231 spheres were 5 μM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:56:05 UTC 2023
Edited
by admin
on Fri Dec 15 16:56:05 UTC 2023
Record UNII
AY31301GKG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEPTROPINE
INN   MI   WHO-DD  
INN  
Official Name English
TROPANE, 3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-
Systematic Name English
8-AZABICYCLO(3.2.1)OCTANE, 3-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-8-METHYL-, ENDO-
Common Name English
deptropine [INN]
Common Name English
Deptropine [WHO-DD]
Common Name English
ENDO-3-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-8-METHYL-8-AZABICYCLO(3.2.1)OCTANE
Common Name English
3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)TROPANE
Systematic Name English
DIBENZHEPTROPINE
Common Name English
DEPTROPINE [MI]
Common Name English
3-(10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YLOXY)TROPANE
Systematic Name English
8-AZABICYCLO(3.2.1)OCTANE, 3-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-8-METHYL-, (3-ENDO)-
Common Name English
1.ALPHA.H,5.ALPHA.H-TROPANE, 3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-
Common Name English
3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-1.ALPHA.H,5.ALPHA.H-TROPANE
Common Name English
Classification Tree Code System Code
WHO-ATC R06AX16
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
WHO-VATC QR06AX16
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
210-069-0
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
ChEMBL
CHEMBL1946186
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
SMS_ID
100000083164
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
WIKIPEDIA
DEPTROPINE
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
CAS
604-51-3
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
CHEBI
50189
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
EPA CompTox
DTXSID5048556
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
NCI_THESAURUS
C171815
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
MESH
C100220
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
INN
1331
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
EVMPD
SUB06984MIG
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
DRUG BANK
DB13466
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
FDA UNII
AY31301GKG
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
DRUG CENTRAL
808
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY
MERCK INDEX
m4183
Created by admin on Fri Dec 15 16:56:05 UTC 2023 , Edited by admin on Fri Dec 15 16:56:05 UTC 2023
PRIMARY Merck Index
Related Record Type Details
Structure of DEPTROPINE CITRATE
SALT/SOLVATE -> PARENT
Structure of DEPTROPINE SULFATE
SALT/SOLVATE -> PARENT
Structure of DEPTROPINE MALEATE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of DEPTROPINE
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