CGP 12177 hydrochloride - Moligand™ , Agonist of β 1-adrenoceptor;Antagonist of β 1-adrenoceptor;Agonist of β 2-adrenoceptor;Antagonist of β 2-adrenoceptor;Agonist of β 3-adrenoceptor, CAS No.81047-99-6, Agonist of β 1-adrenoceptor;Antagonist of β 1-adrenoceptor;Agonist of β 2-adrenoceptor;Antagonist of β 2-adrenoceptor;Agonist of β 3-adrenoceptor

CAS: 81047-99-6 Cat. No.: C330622 Molecular Weight: 315.8

GRADE & PURITY Moligand™

Synonyms

CGP12177A | L000166 | KBioSS_002444 | NCGC00015184-03 | NCGC00025024-02 | SpecPlus_000776 | [3H]CGP 12177 | [3H]CGP12177 | [3H]-CGP12177 | CHEBI:73288 | NCGC00015184-04 | R89UMZ82MJ | CGP-12177, (+/-)- | GTPL532 | 4-(3-tert-Butylamino-2-hydroxypropoxy)ben

Storage

Room temperature

Shipped In

Normal

Overview

CGP 12177 hydrochloride is a β1-AR and β2-AR adrenoreceptor antagonist. Also behaves non-conventionally as a β3-AR partial agonist.

Specifications

Synonyms

CGP12177A | L000166 | KBioSS_002444 | NCGC00015184-03 | NCGC00025024-02 | SpecPlus_000776 | [3H]CGP 12177 | [3H]CGP12177 | [3H]-CGP12177 | CHEBI:73288 | NCGC00015184-04 | R89UMZ82MJ | CGP-12177, (+/-)- | GTPL532 | 4-(3-tert-Butylamino-2-hydroxypropoxy)ben

Specifications & Purity

Moligand™

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

AGONIST, ANTAGONIST

Mechanism of action

Agonist of β 1-adrenoceptor;Antagonist of β 1-adrenoceptor;Agonist of β 2-adrenoceptor;Antagonist of β 2-adrenoceptor;Agonist of β 3-adrenoceptor

Product Properties

• Ki Data: β1-AR: Ki= 0.9 nM; β2-AR : Ki= 4 nM; β3-AR: Ki= 88 nM

Names and Identifiers

• Canonical Smiles: CC(C)(C)NCC(COC1=CC=CC2=C1NC(=O)N2)O
• IUPAC Name: 4-[3-(tert-butylamino)-2-hydroxypropoxy]-1,3-dihydrobenzimidazol-2-one
• InChIKey: UMQUQWCJKFOUGV-UHFFFAOYSA-N
• INCHI: 1S/C14H21N3O3/c1-14(2,3)15-7-9(18)8-20-11-6-4-5-10-12(11)17-13(19)16-10/h4-6,9,15,18H,7-8H2,1-3H3,(H2,16,17,19)
• Isomeric SMILES: CC(C)(C)NCC(COC1=CC=CC2=C1NC(=O)N2)O
• WGK Germany: 3
• RTECS: DE2565000
• Alternate CAS: 81047-99-6
• MeSH Entry Terms: 4-(3-tert-butylamino-2-hydroxypropoxy)benzimidazol-2-one;4-(3-tert-butylamino-2-hydroxypropoxy)benzimidazol-2-one hydrochloride, (+-)-isomer;4-(3-tert-butylamino-2-hydroxypropoxy)benzimidazol-2-one, (+-)-isomer;4-(3-tert-butylamino-2-hydroxypropoxy)benzim
• Molecular Weight: 315.8
• Reaxy-Rn: 753194
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=753194&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzimidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzimidazoles
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzimidazoles
• Alternative Parents: Alkyl aryl ethers Benzenoids Imidazoles Heteroaromatic compounds Ureas Secondary alcohols 1,2-aminoalcohols Dialkylamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzimidazole - Alkyl aryl ether - Benzenoid - Azole - Imidazole - Heteroaromatic compound - 1,2-aminoalcohol - Secondary alcohol - Urea - Secondary aliphatic amine - Ether - Azacycle - Secondary amine - Hydrocarbon derivative - Alcohol - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
• External Descriptors: aromatic ether - secondary alcohol - secondary amino compound - benzimidazoles

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ADRB2 Tclin Beta-2 adrenergic receptor (3 Activities)

Discover Target: ADRB2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ADRB3 Tclin Beta-3 adrenergic receptor (2 Activities)

Discover Target: ADRB3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ADRB1 Tclin Beta-1 adrenergic receptor (2 Activities)

Discover Target: ADRB1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

Discover Target: ADRB2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)

Discover Target: ADRB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD1 Tclin Dopamine D1 receptor (9720 Activities)

Discover Target: DRD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ADRB3 Tclin Beta-3 adrenergic receptor (5850 Activities)

Discover Target: ADRB3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ARSA Tbio Cerebroside-sulfatase (655 Activities)

Discover Target: ARSA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FEN1 Tchem Flap endonuclease 1 (12055 Activities)

Discover Target: FEN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)

Discover Target: ATAD5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Oryctolagus cuniculus (11301 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (50 mM), and DMSO (>10 mg/ml).
• Refractive Index: n20D~1.55 (Predicted)
• Melt Point(°C): 258-260° C
• Molecular Weight: 279.330 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 279.158 Da
• Monoisotopic Mass: 279.158 Da
• Topological Polar Surface Area: 82.600 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 343.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1