Tetracaine hydrochloride - Moligand™, ≥99% , Sodium channel alpha subunit blocker, CAS No.136-47-0, Sodium channel alpha subunit blocker

CAS: 136-47-0 Cat. No.: T101909 Molecular Weight: 300.82 EC Number: 205-248-5 PubChem CID: 8695

GRADE & PURITY Moligand™, ≥99%

Synonyms

DTXSID6042448 | MFCD00038912 | NCGC00094458-04 | 4-(Butylamino)benzoic Acid 2-(Dimethylamino)ethyl Ester Hydrochloride | NCGC00261896-01 | Protocaine hydrochloride (TN) | Tetracaine (hydrochloride) | TETRACAINE HYDROCHLORIDE (USP-RS) | Decicain | Leocaine

Storage

Room temperature

Shipped In

Normal

Overview

Tetracaine hydrochloride has been used to study the pharmacology of spinal anesthesia. Tetracaine hydrochloride has also been used as a component of protease digestion buffers.
Local anesthetic for ophthalmology; used in spinal anesthesia

Specifications

Synonyms

DTXSID6042448 | MFCD00038912 | NCGC00094458-04 | 4-(Butylamino)benzoic Acid 2-(Dimethylamino)ethyl Ester Hydrochloride | NCGC00261896-01 | Protocaine hydrochloride (TN) | Tetracaine (hydrochloride) | TETRACAINE HYDROCHLORIDE (USP-RS) | Decicain | Leocaine

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Allosteric RyR calcium channel blocker. Shows potent local anesthetic and antipruritic effects in vivo. Reversibly inhibits AChE activity (IC 50 = 40 μM).Blocks voltage-sensitive release of Ca2+ from the sarcoplasmic reticulum.

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

BLOCKER

Mechanism of action

Sodium channel alpha subunit blocker

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488180861
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180861
• Canonical Smiles: CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C.Cl
• IUPAC Name: 2-(dimethylamino)ethyl 4-(butylamino)benzoate;hydrochloride
• InChIKey: PPWHTZKZQNXVAE-UHFFFAOYSA-N
• INCHI: 1S/C15H24N2O2.ClH/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3;/h6-9,16H,4-5,10-12H2,1-3H3;1H
• Isomeric SMILES: CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C.Cl
• WGK Germany: 3
• RTECS: DG4900000
• PubChem CID: 8695
• UN Number: 2811
• Molecular Weight: 300.82
• Reaxy-Rn: 3918400

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoic acid esters
• Alternative Parents: Aminobenzoic acids and derivatives Phenylalkylamines Benzoyl derivatives Aniline and substituted anilines Secondary alkylarylamines Trialkylamines Carboxylic acid esters Amino acids and derivatives Monocarboxylic acids and derivatives Organopnictogen compounds Organooxygen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aminobenzoic acid or derivatives - Benzoate ester - Benzoyl - Aniline or substituted anilines - Phenylalkylamine - Secondary aliphatic/aromatic amine - Amino acid or derivatives - Carboxylic acid ester - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid derivative - Secondary amine - Monocarboxylic acid or derivatives - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Hydrochloride - Organic nitrogen compound - Amine - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
• 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)

GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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

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HepG2 (196354 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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BLM Tchem Bloom syndrome protein (4248 Activities)

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GMNN Tbio Geminin (128009 Activities)

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RAB9A Tbio Ras-related protein Rab-9A (22488 Activities)

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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HSPA5 Tchem 78 kDa glucose-regulated protein (3319 Activities)

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RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)

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Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

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Plasmodium falciparum (966862 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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TGR Thioredoxin glutathione reductase (28579 Activities)

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nfo Endonuclease 4 (425 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water, alcohol and chloroform; Insoluble in ether, benzene or acetone.
• Sensitivity: Moisture sensitive
• Melt Point(°C): 149°C
• Molecular Weight: 300.820 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 300.16 Da
• Monoisotopic Mass: 300.16 Da
• Topological Polar Surface Area: 41.600 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 249.000
• 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: 2

XLogP3

References

1. Xiaokang Guan, Qiao Lu, Xiangxu Zhao, Xiaowen Yan, Renato Zenobi.  (2023)  Spatio-Temporal Analysis of Anesthetics in Mice by Solid-Phase Microextraction: Dielectric Barrier Discharge Ionization Mass Spectrometry.  ANALYTICAL CHEMISTRY,      [PMID:37560898] [10.1021/acs.analchem.3c02123]

2. Kun Chen, Guixin Wang, Xuedong Wang, Huili Wang.  (2023)  A smartphone-based ratiometric fluoroprobe based on blue-red dual-emission signals of thiochrome and copper nanoclusters for sensitive assay of metam-sodium in cucumbers.  TALANTA,      [PMID:37207510] [10.1016/j.talanta.2023.124673]

3. Zhanyi Yang, Shiqi He, Jiajun Wang, Yi Yang, Licong Zhang, Yanbing Li, Anshan Shan.  (2019)  Rational Design of Short Peptide Variants by Using Kunitzin-RE, an Amphibian-Derived Bioactivity Peptide, for Acquired Potent Broad-Spectrum Antimicrobial and Improved Therapeutic Potential of Commensalism Coinfection of Pathogens.  JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:30958004] [10.1021/acs.jmedchem.9b00149]

4. Lin-Ping Xue, Hai-Song Feng.  (2025)  HMGB2 knockdown ameliorates retinal ganglion cell injury by inhibiting NLRP3 inflammasome activation after retinal ischemia.  International Journal of Ophthalmology,  18  (1): (39).  [PMID:39829613] [10.18240/ijo.2025.01.05]