Tamsulosin hydrochloride - ≥98% , Adrenergic receptor alpha-1 antagonist, CAS No.106463-17-6, Adrenergic receptor alpha-1 antagonist

CAS: 106463-17-6 Cat. No.: T102080 Molecular Weight: 444.97 EC Number: 629-756-5 PubChem CID: 5362376

GRADE & PURITY ≥98%

Synonyms

5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide;hydrochloride | SMR002543366 | (-)-LY 253352 | Amsulosin Hydrochloride;Tamsulosin hydrochloride | CHEBI:9399 | TAMSULOSIN HYDROCHLORIDE [EP MONOGRAPH] | UNII-4WE7CX7RD5 | Tamsulo

Storage

Room temperature

Shipped In

Normal

Overview

Tamsulosin is an α1A/1D-adrenoceptor antagonist used as a treatment of benign prostatic hypertrophy (BPH). Its activity as an ? blocker also affects the iris, and has led to complications during cataract surgery, a condition called "floppy iris" syndrome.

Specifications

Synonyms

5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide;hydrochloride | SMR002543366 | (-)-LY 253352 | Amsulosin Hydrochloride;Tamsulosin hydrochloride | CHEBI:9399 | TAMSULOSIN HYDROCHLORIDE [EP MONOGRAPH] | UNII-4WE7CX7RD5 | Tamsulo

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Selectiveα1A-adrenoceptor antagonist (pKivalues are 9.97, 9.64 and 8.86 forα1A, α1Bandα1Dsubtypes respectively). Decreases resting maximal urethral pressure with negligable effect on mean arterial blood pressurein vivo.

Storage

Room temperature

Shipped In

Normal

Action Type

ANTAGONIST

Mechanism of action

Adrenergic receptor alpha-1 antagonist

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504763712
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763712
• Canonical Smiles: CCOC1=CC=CC=C1OCCNC(C)CC2=CC(=C(C=C2)OC)S(=O)(=O)N.Cl
• IUPAC Name: 5-[(2R)-2-[2-(2-ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide;hydrochloride
• InChIKey: ZZIZZTHXZRDOFM-XFULWGLBSA-N
• INCHI: 1S/C20H28N2O5S.ClH/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24;/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24);1H/t15-;/m1./s1
• Isomeric SMILES: CCOC1=CC=CC=C1OCCN[C@H](C)CC2=CC(=C(C=C2)OC)S(=O)(=O)N.Cl
• WGK Germany: 3
• RTECS: DB2430000
• PubChem CID: 5362376
• Molecular Weight: 444.97
• Reaxy-Rn: 6896058

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenethylamines
• Intermediate Tree Nodes: Not available
• Direct Parent: Amphetamines and derivatives
• Alternative Parents: Benzenesulfonamides Phenylpropanes Benzenesulfonyl compounds Phenoxy compounds Anisoles Methoxybenzenes Alkyl aryl ethers Aralkylamines Organosulfonamides Aminosulfonyl compounds Dialkylamines Hydrocarbon derivatives Hydrochlorides Organic chloride salts Organic oxides Organic zwitterions Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Amphetamine or derivatives - Benzenesulfonamide - Benzenesulfonyl group - Phenylpropane - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Alkyl aryl ether - Aralkylamine - Organosulfonic acid amide - Aminosulfonyl compound - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Secondary aliphatic amine - Ether - Secondary amine - Hydrochloride - Organic nitrogen compound - Organic chloride salt - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic zwitterion - Organic salt - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
• External Descriptors: hydrochloride

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)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

Associated Targets(non-human)

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: Solvent:water, Max Conc. mg/mL: 4.45, Max Conc. mM: 10; Solvent:DMSO, Max Conc. mg/mL: 44.5, Max Conc. mM: 100
• Specific Rotation[α]: -19 ° (C=1, H2O)
• Melt Point(°C): 230°C(dec.)(lit.)
• Molecular Weight: 445.000 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 444.149 Da
• Monoisotopic Mass: 444.149 Da
• Topological Polar Surface Area: 108.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 539.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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. Xinyi Yuan, Aerduosi Shayiranbieke, Ru Xu, Hongmei Jiang, Yushan Yang, Yajun Zhang, Guowei Yin, Xinfeng Zhao.  (2022)  Site-selective covalently immobilized alpha 1A adrenergic receptor for thermodynamic and extra-thermodynamic study of four ligands binding to the receptor by chromatographic methods.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:35078002] [10.1016/j.chroma.2022.462827]