Ispronicline - ≥98% , Neuronal acetylcholine receptor; alpha4/beta2 partial agonist, CAS No.252870-53-4, Neuronal acetylcholine receptor; alpha4/beta2 partial agonist

CAS: 252870-53-4 Cat. No.: I651813 Formula: C₁₄H₂₂N₂O Molecular Weight: 234.34 PubChem CID: 9824145

GRADE & PURITY ≥98%

Synonyms

RPCVIAXDAUMJJP-PZBABLGHSA-N | (2S,4E)-N-Methyl-5-[5-(1-methylethoxy)pyridin-3-yl]pent-4-en-2-amine | N-Benzyloxycarbonyl-DL-3-phenylalanine | MS-23356 | Timogen | UNII-3E05NBH9V5 | 3E05NBH9V5 | (E,2S)-N-methyl-5-(5-propan-2-yloxypyridin-3-yl)pent-4-en-2-a

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Ispronicline (TC-1734), an orally active, brain-selective α4β2 nicotine acetylcholine receptor ( nAChR ) partial agonist, has shown memory-enhancing properties in rodents and a good tolerability profile. Ispronicline binds to the α4β2 nAChR with high affinity ( K i =11 nM) and is highly selective to other nAChRs such as α7 nAChR and α3β4 nAChR.

In Vivo

Ispronicline (10-20 mg/kg; s.c.) induces c-Fos expression in selective regions of the rat forebrain .\nIspronicline pharmacokinetics (half-life of 2 h in rats) contrasts with the long-lasting improvement of working memory (18 h to 2 d). MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male Wistar rats weighting 180-200 g Dosage: 10 and 30 mg/kg Administration: s.c. Result: Induced c-Fos in medial paraventricular nucleus of hypothalamus. Treatment with 30 mg/kg ispronicline, but not 10 mg/kg, increased the number of c-Fos immunoreactive cells significantly as compared to controls within the medial parvocellular part of paraventricular nucleus (PVN).

Form:Liquid

Specifications

Synonyms

RPCVIAXDAUMJJP-PZBABLGHSA-N | (2S,4E)-N-Methyl-5-[5-(1-methylethoxy)pyridin-3-yl]pent-4-en-2-amine | N-Benzyloxycarbonyl-DL-3-phenylalanine | MS-23356 | Timogen | UNII-3E05NBH9V5 | 3E05NBH9V5 | (E,2S)-N-methyl-5-(5-propan-2-yloxypyridin-3-yl)pent-4-en-2-a

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Ispronicline (TC-1734), an orally active, brain-selective α4β2 nicotine acetylcholine receptor ( nAChR ) partial agonist, has shown memory-enhancing properties in rodents and a good tolerability profile. Ispronicline binds to the α4β2 nAChR with high affi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

PARTIAL AGONIST

Mechanism of action

Neuronal acetylcholine receptor; alpha4/beta2 partial agonist

Purity

≥98%

Product Properties

ALogP

2.5

Names and Identifiers

Canonical Smiles

CC(C)OC1=CN=CC(=C1)C=CCC(C)NC

IUPAC Name

(E,2S)-N-methyl-5-(5-propan-2-yloxypyridin-3-yl)pent-4-en-2-amine

InChIKey

RPCVIAXDAUMJJP-PZBABLGHSA-N

INCHI

1S/C14H22N2O/c1-11(2)17-14-8-13(9-16-10-14)7-5-6-12(3)15-4/h5,7-12,15H,6H2,1-4H3/b7-5+/t12-/m0/s1

Isomeric SMILES

C[C@@H](C/C=C/C1=CC(=CN=C1)OC(C)C)NC

Alternate CAS

252870-53-4

PubChem CID

9824145

MeSH Entry Terms

(S)-(E)-N-methyl-5-(3-(5-isopropoxypyridinyl))-4-penten-2-amine;AZD3480;ispronicline;N-methyl-5-(3-(5-isopropoxypyridinyl))-4-penten-2-amine;TC 1734;TC-1734;TC1734

Molecular Weight

234.34

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Ethers

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Ethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Alkyl aryl ethers
• Alternative Parents: Pyridines and derivatives Heteroaromatic compounds Dialkylamines Azacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alkyl aryl ether - Pyridine - Heteroaromatic compound - Azacycle - Organoheterocyclic compound - Secondary amine - Secondary aliphatic amine - Organic nitrogen compound - Hydrocarbon derivative - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.
• External Descriptors: Not available

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)

CHRNA7 Tchem Neuronal acetylcholine receptor protein alpha-7 subunit (3524 Activities)

Discover Target: CHRNA7

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

U2OS (164939 Activities)

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

CHRNB2 Tclin Neuronal acetylcholine receptor; alpha4/beta2 (3972 Activities)

Discover Target: CHRNB2

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

CHRNB4 Tclin Neuronal acetylcholine receptor; alpha4/beta4 (276 Activities)

Discover Target: CHRNB4

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

HEK-293T (167025 Activities)

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Associated Targets(non-human)

Mus musculus (284745 Activities)

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

Chrna3 Neuronal acetylcholine receptor; alpha3/beta2 (421 Activities)

Discover Target: Chrna3

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

Chrna2 Neuronal acetylcholine receptor; alpha2/beta4 (223 Activities)

Discover Target: Chrna2

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

Chrna3 Neuronal acetylcholine receptor; alpha3/beta4 (1368 Activities)

Discover Target: Chrna3

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (426.73 mM; Need ultrasonic)
• Molecular Weight: 234.340 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 234.173 Da
• Monoisotopic Mass: 234.173 Da
• Topological Polar Surface Area: 34.200 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 228.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 252870-53-4, the molecular formula is C14H22N2O, and the molecular weight is 234.34 g/mol. InChIKey RPCVIAXDAUMJJP-PZBABLGHSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.