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M5154

Sigma-Aldrich

Moxisylyte hydrochloride

>99% (TLC), powder

Synonym(s):

4-(2-Dimethylaminoethoxy)-5-isopropyl-2-methylphenyl acetate hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H25NO3 · HCl
CAS Number:
964-52-3
Molecular Weight:
315.84
EC Number:
213-519-4
MDL number:
MFCD00079445
UNSPSC Code:
12352200
PubChem Substance ID:
24278554

assay

>99% (TLC)

form

powder

color

off-white

solubility

ethanol: 50 mg/mL

SMILES string

Cl.CC(C)c1cc(OC(C)=O)c(C)cc1OCCN(C)C

InChI

1S/C16H25NO3.ClH/c1-11(2)14-10-15(20-13(4)18)12(3)9-16(14)19-8-7-17(5)6;/h9-11H,7-8H2,1-6H3;1H

InChI key

IPWGSXZCDPTDEH-UHFFFAOYSA-N

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , ADRA2A(150) , ADRA2B(151) , ADRA2C(152)

Application

Moxisylyte hydrochloride has been used:
  • as an α-adrenergic antagonist to study its effects on the circulating level of vitellogenin Ao1 (VtgAo1) or its expression in the liver, heart, and brain of zebrafish
  • in a study to examine its binding affinity to human serum albumin (HSA) for predicting plasma protein binding of drugs
  • as α1- and α2-adrenoceptor dual antagonist to investigate its effects on antigen-induced airway reactions in guinea pigs

Biochem/physiol Actions

Moxisylyte (thymoxamine or 4-(2-dimethylaminoeth- oxy)-5-isopropyl-2-methylphenyl acetate), a competitive noradrenaline antagonist, acts mainly on post-synaptic α-1 adrenoceptors. It can regulate the urethral pressure, hence found to be effective in the urological field. Moxisylyte exhibits therapeutic effects on cerebrovascular disorders. Moxisylyte hydrochloride with a pK of around 8 does not exhibit geometric isomerism. Intracavernosal injections of moxisylyte possesses therapeutic effects against impotence.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
089F04491
089F0449

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Naida Yin et al.
Toxicology and applied pharmacology, 238(1), 20-26 (2009-04-18)
Teleost vitellogenins (VTGs) are large multidomain apolipoproteins, traditionally considered to be estrogen-responsive precursors of the major egg yolk proteins, expressed and synthesized mainly in hepatic tissue. The inducibility of VTGs has made them one of the most frequently used in
R Sakakibara et al.
Journal of the autonomic nervous system, 79(2-3), 191-195 (2000-03-04)
Lower urinary tract dysfunction is a major cause of morbidity in patients with multiple system atrophy (MSA). alpha1-Adrenergic receptors are present in the proximal urethra where impaired relaxation may be responsible for voiding difficulty and a large amount of residual
Kouichi Nobata et al.
European journal of pharmacology, 452(1), 97-104 (2002-09-27)
alpha-Adrenoceptors have been classified into alpha(1)- and alpha(2)-adrenoceptors. Recently, the alpha(1)-adrenoceptors were divided into two subtypes: alpha(1L) with low affinity and alpha(1H) with high affinity for prazosin. Little is known concerning the role of each subtype of alpha(1)-adrenoceptor in asthma.
C Marquer et al.
Fundamental & clinical pharmacology, 12(4), 377-387 (1998-08-26)
Moxisylyte is a competitive noradrenaline antagonist, acting preferentially on post-synaptic alpha-1 adrenoceptors. It was introduced more than thirty years ago for the treatment of cerebro-vascular disorders and shown more recently effective in the urological field due to its ability to
Nicole A Kratochwil et al.
Biochemical pharmacology, 64(9), 1355-1374 (2002-10-24)
In spite of the large amount of plasma protein binding data for drugs, it is not obvious and there is no clear consensus among different disciplines how to deal with this parameter in multidimensional lead optimization strategies. In this work

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