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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27NO.C6H8O7
Molecular Weight 525.5901
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEPTROPINE CITRATE

SMILES

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

InChI

InChIKey=CHQGYMXXKZPWOI-BWSPSPBFSA-N
InChI=1S/C23H27NO.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h2-9,18-20,23H,10-15H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t18-,19+,20+;

HIDE SMILES / InChI
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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P35367
Gene ID: 3269.0
Gene Symbol: HRH1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
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

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.
Name Type Language
DEPTROPINE CITRATE
EP   MART.   MI   WHO-DD  
Common Name English
DEPTROPINE CITRATE [EP IMPURITY]
Common Name English
DIBENZHEPTROPINE CITRATE
Common Name English
3-(10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YLOXY)TROPANE CITRATE
Common Name English
TROPANE, 3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-, CITRATE (1:1)
Common Name English
DEPTROPINE CITRATE [MI]
Common Name English
1.ALPHA.H,5.ALPHA.H-TROPANE, 3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-, CITRATE (1:1)
Common Name English
DEPTROPINE CITRATE [EP MONOGRAPH]
Common Name English
BRONTINE
Brand Name English
DEPTROPINE CITRATE [MART.]
Common Name English
BS 6987
Code English
NSC-169431
Code English
DEPTROPINE DIHYDROGEN CITRATE
Common Name English
BS-6987
Code English
Deptropine citrate [WHO-DD]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID4045557
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
CAS
2169-75-7
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
CAS
28143-97-7
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
NON-SPECIFIC STOICHIOMETRY
MERCK INDEX
m4183
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY Merck Index
FDA UNII
05LW13XKKR
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
NSC
169431
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
EVMPD
SUB01588MIG
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
ECHA (EC/EINECS)
218-516-1
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
SMS_ID
100000087732
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
ChEMBL
CHEMBL1946186
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY
CHEBI
50190
Created by admin on Fri Dec 15 16:50:43 GMT 2023 , Edited by admin on Fri Dec 15 16:50:43 GMT 2023
PRIMARY