Carbetapentane - ≥98% , CAS No.77-23-6

CAS: 77-23-6 Cat. No.: C339602 Molecular Weight: 333.47 Beilstein Registry Number: 2299701 EC Number: 201-014-1

GRADE & PURITY ≥98%

Synonyms

Cyclopentanecarboxylic acid, 1-phenyl-, 2-[2-(diethylamino)ethoxy]ethyl ester | MS-25033 | PENTOXYVERINE [WHO-DD] | SDCCGSBI-0050301.P004 | EN300-18551609 | KBio3_001924 | SBI-0050301.P003 | Spectrum2_001412 | 32C726X12W | CHEBI:94484 | PENTOXYVERINE [HSD

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Carbetapentane is a non-opiod small molecule agonist of sigma sites, producing antitussive and anticonvulsant effects. Carbetapentane is described to protect rats against maximal electroshock-induced seizures. A study demonstrates that the attenuation of kainic acid-induced neurotoxicity by Carbetapentane is overriden by a sigma-1 receptor antagonist, indicating that Carbetapentane produces neuroprotection through its sigma site binding activity. Binding activity on muscarinic receptors is also reported, though Carbetapentane did not provide protection against NMDA lethality and therefore does not demonstrate the NMDA-antagonist action ascribed to the closely related antitussive and anticonvulsant Dextromethorphan . Carbetapentane is an inhibitor of KOR-3 and an activator of Sigma Receptor.

Specifications

Synonyms

Cyclopentanecarboxylic acid, 1-phenyl-, 2-[2-(diethylamino)ethoxy]ethyl ester | MS-25033 | PENTOXYVERINE [WHO-DD] | SDCCGSBI-0050301.P004 | EN300-18551609 | KBio3_001924 | SBI-0050301.P003 | Spectrum2_001412 | 32C726X12W | CHEBI:94484 | PENTOXYVERINE [HSD

Specifications & Purity

≥98%

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.

Purity

≥98%

Product Properties

• pKa: pKₐ: 9.69 (Predicted)
• Ki Data: [3H]- -(+)3 PPP: Ki= 0.01 μM; [3H]- dextromethorphan : Ki= 0.01 μM; [3H]pentazocine radioligand : Ki= 0.02 μM; [3H]- - (+) pentazocine : Ki= 0.03 μM

Names and Identifiers

• Pubchem Sid: 504750580
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750580
• Canonical Smiles: CCN(CC)CCOCCOC(=O)C1(CCCC1)C2=CC=CC=C2
• IUPAC Name: 2-[2-(diethylamino)ethoxy]ethyl 1-phenylcyclopentane-1-carboxylate
• InChIKey: CFJMRBQWBDQYMK-UHFFFAOYSA-N
• INCHI: 1S/C20H31NO3/c1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18/h5-7,10-11H,3-4,8-9,12-17H2,1-2H3
• Isomeric SMILES: CCN(CC)CCOCCOC(=O)C1(CCCC1)C2=CC=CC=C2
• RTECS: GY3500000
• Molecular Weight: 333.47
• Beilstein: 2299701
• Reaxy-Rn: 2299701
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2299701&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Trialkylamines Carboxylic acid esters Amino acids and derivatives Monocarboxylic acids and derivatives Dialkyl ethers Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Amino acid or derivatives - Carboxylic acid ester - Tertiary amine - Tertiary aliphatic amine - Carboxylic acid derivative - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Amine - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• 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)

SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 (2 Activities)

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

PRCP Tchem Lysosomal Pro-X carboxypeptidase (1 Activities)

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

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (2 Activities)

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

CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

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

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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

PRCP Tchem Lysosomal Pro-X carboxypeptidase (567 Activities)

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GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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SH-SY5Y (11521 Activities)

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HEK293 (82097 Activities)

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HTT Tchem Huntingtin (19182 Activities)

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SLC22A1 Tchem Solute carrier family 22 member 1 (646 Activities)

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

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

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LMNA Tbio Prelamin-A/C (36751 Activities)

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GMNN Tbio Geminin (128009 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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ATXN2 Tbio Ataxin-2 (54410 Activities)

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RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

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Associated Targets(non-human)

Sigmar1 Sigma opioid receptor (160 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Plasmodium falciparum (966862 Activities)

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Rattus norvegicus (775804 Activities)

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lef Anthrax lethal factor (7585 Activities)

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pfk 6-phospho-1-fructokinase (7870 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Impa1 Inositol monophosphatase 1 (16203 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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Grin1 Glutamate NMDA receptor (6467 Activities)

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Tmem97 Sigma intracellular receptor 2 (922 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Refractive Index: n20D1.52 (Predicted)
• Boil Point(°C): ~435.5° C at 760 mmHg (Predicted)
• Melt Point(°C): 138.42° C (Predicted)
• Molecular Weight: 333.500 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 333.23 Da
• Monoisotopic Mass: 333.23 Da
• Topological Polar Surface Area: 38.800 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 356.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Fan Zhang, Yajie Ma, Jie Mei, Xinrong Xie, Xiaoyan Wang, Yuanyuan Zhang, Boyang Yu.  (2026)  Complementary Roles and Synergy of the Ephedra-Glycyrrhiza Herb Pair Across Murine Models of Respiratory Symptoms and Poly(I:C)-Induced Pneumonia.  PHYTOMEDICINE,      [PMID:41539102] [10.1016/j.phymed.2026.157795]