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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
Structure of ATC-0175

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+;

HIDE SMILES / InChI

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

Description
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
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
Patents

Sample Use Guides

Rats: ATC-0175 dose dependently reversed anxiety induced by swim stress with lowest effective dose of 1 mg/kg
Route of Administration: Oral
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 Sat Dec 16 11:00:06 GMT 2023
Edited
by admin
on Sat Dec 16 11:00:06 GMT 2023
Record UNII
4359628TE8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ATC-0175
Common Name English
BENZAMIDE, N-(CIS-4-((4-(DIMETHYLAMINO)-2-QUINAZOLINYL)AMINO)CYCLOHEXYL)-3,4-DIFLUORO-, HYDROCHLORIDE (1:1)
Systematic Name English
BENZAMIDE, N-(CIS-4-((4-(DIMETHYLAMINO)-2-QUINAZOLINYL)AMINO)CYCLOHEXYL)-3,4-DIFLUORO-, MONOHYDROCHLORIDE
Systematic Name English
Code System Code Type Description
CAS
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
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EPA CompTox
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
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WIKIPEDIA
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
FDA UNII
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
PUBCHEM
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
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Related Record Type Details
ACTIVE MOIETY