Details
Stereochemistry | ACHIRAL |
Molecular Formula | C23H25F2N5O.ClH |
Molecular Weight | 461.935 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CN(C)C1=C2C=CC=CC2=NC(N[C@@H]3CC[C@@H](CC3)NC(=O)C4=CC=C(F)C(F)=C4)=N1
InChI
InChIKey=HUUPKFUYSQNNLO-FAESNJTISA-N
InChI=1S/C23H25F2N5O.ClH/c1-30(2)21-17-5-3-4-6-20(17)28-23(29-21)27-16-10-8-15(9-11-16)26-22(31)14-7-12-18(24)19(25)13-14;/h3-7,12-13,15-16H,8-11H2,1-2H3,(H,26,31)(H,27,28,29);1H/t15-,16+;
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C23H25F2N5O |
Molecular Weight | 425.4743 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/16614734 | https://www.ncbi.nlm.nih.gov/pubmed/19773162Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15677346
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16614734 | https://www.ncbi.nlm.nih.gov/pubmed/19773162
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15677346
ATC-0175 is a potent antagonist with a high affinity for MCH1R and additional affinities for 5-HT1A and 5-HT2B receptors. The receptor binding and the functional assay (MCH-induced increase in [Ca2+]i) indicated that ATC0175 is a noncompetitive antagonist at MCH1Rs. ATC-0175 exhibited anxiolytic effects in numerous animal models of anxiety including the elevated plus-maze test, social interaction test, stress-induced hyperthermia and maternal separation-induced vocalization. ATC-0175 also exhibited antidepressant effects in the forced swimming test. ATC-0175 increased swimming performance without altering climbing behavior, as observed with selective serotonin reuptake inhibitors. ATC0175 has adequate ADME profile (reasonable oral bioavailability and brain penetration) and potent oral activity in animal models. In contrast, ATC-0175 did not affect spontaneous locomotor activity, hexobarbital-induced sleeping time and did not impair rotarod performance. Thus, ATC-0175 may be devoid of unwanted central nervous system side effects, which are sometimes observed with current medications. ATC-0175 has the potential to be effective in the treatment of patients with depression and/or anxiety disorders.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
7.23 nM [IC50] | |||
Target ID: CHEMBL1833 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16614734 |
9.66 nM [IC50] | ||
Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16614734 |
16.9 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Lead optimization of 4-(dimethylamino)quinazolines, potent and selective antagonists for the melanin-concentrating hormone receptor 1. | 2005 Sep 1 |
|
ATC0175: an orally active melanin-concentrating hormone receptor 1 antagonist for the potential treatment of depression and anxiety. | 2005 Winter |
|
Pyrimidine-based antagonists of h-MCH-R1 derived from ATC0175: in vitro profiling and in vivo evaluation. | 2009 Nov 1 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15677346
Rats: ATC-0175 dose dependently reversed anxiety induced by swim stress with lowest effective dose of 1 mg/kg
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16614734
Scatchard plot analysis of saturation curve of [125I] Phe13,Tyr19]MCH binding showed that at 5 nM ATC-0175 reduced Bmax without affecting Kd, indicating that ATC-0175 inhibits[125I][Phe13, Tyr19]MCH binding in a noncompetitive manner.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 11:00:06 GMT 2023
by
admin
on
Sat Dec 16 11:00:06 GMT 2023
|
Record UNII |
4359628TE8
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
510733-97-8
Created by
admin on Sat Dec 16 11:00:06 GMT 2023 , Edited by admin on Sat Dec 16 11:00:06 GMT 2023
|
PRIMARY | |||
|
DTXSID101028549
Created by
admin on Sat Dec 16 11:00:06 GMT 2023 , Edited by admin on Sat Dec 16 11:00:06 GMT 2023
|
PRIMARY | |||
|
ATC-0175
Created by
admin on Sat Dec 16 11:00:06 GMT 2023 , Edited by admin on Sat Dec 16 11:00:06 GMT 2023
|
PRIMARY | |||
|
4359628TE8
Created by
admin on Sat Dec 16 11:00:06 GMT 2023 , Edited by admin on Sat Dec 16 11:00:06 GMT 2023
|
PRIMARY | |||
|
9934032
Created by
admin on Sat Dec 16 11:00:06 GMT 2023 , Edited by admin on Sat Dec 16 11:00:06 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |