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Chemistry

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Also known as: Mersalyl, 486-67-9, Ncgc00181320-01, [3-[[2-(carboxymethoxy)benzoyl]amino]-2-methoxypropyl]mercury;hydrate, Mersal, (3-(2-(carboxymethoxy)benzamido)-2-methoxypropyl)(hydroxy)mercury
Molecular Formula
C13H18HgNO6
Molecular Weight
484.88  g/mol
InChI Key
GCUOGPZRDRUOAP-UHFFFAOYSA-N

Mersalyl
A toxic thiol mercury salt formerly used as a diuretic. It inhibits various biochemical functions, especially in mitochondria, and is used to study those functions.
1 2D Structure

Mersalyl

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[3-[[2-(carboxymethoxy)benzoyl]amino]-2-methoxypropyl]mercury;hydrate
2.1.2 InChI
InChI=1S/C13H16NO5.Hg.H2O/c1-9(18-2)7-14-13(17)10-5-3-4-6-11(10)19-8-12(15)16;;/h3-6,9H,1,7-8H2,2H3,(H,14,17)(H,15,16);;1H2
2.1.3 InChI Key
GCUOGPZRDRUOAP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC(CNC(=O)C1=CC=CC=C1OCC(=O)O)C[Hg].O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Acid, Mersalyl

2. Mercuramide

3. Mercusal

4. Mersalin

5. Mersalyl

6. Salyrgan

2.2.2 Depositor-Supplied Synonyms

1. Mersalyl

2. 486-67-9

3. Ncgc00181320-01

4. [3-[[2-(carboxymethoxy)benzoyl]amino]-2-methoxypropyl]mercury;hydrate

5. Mersal

6. (3-(2-(carboxymethoxy)benzamido)-2-methoxypropyl)(hydroxy)mercury

7. {3-[2-(carboxymethoxy)benzamido]-2-methoxypropyl}(hydroxy)mercury

8. Dsstox_cid_26902

9. Dsstox_rid_82001

10. Dsstox_gsid_46902

11. Schembl993248

12. Chebi:6771

13. Gtpl5331

14. Dtxsid101334269

15. Mersalyl Acid, Analytical Standard

16. Tox21_112788

17. Db09338

18. Cas-486-67-9

19. Q424871

20. 879642-25-8

21. Mercurate(1-), [3-[[2-(carboxylatomethoxy)benzoyl]amino]-2-methoxypropyl]hydroxy-, Hydrogen

2.3 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 484.88 g/mol
Molecular Formula C13H18HgNO6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count9
Exact Mass486.084056 g/mol
Monoisotopic Mass486.084056 g/mol
Topological Polar Surface Area85.9 Ų
Heavy Atom Count21
Formal Charge0
Complexity328
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Elevated blood pressure, edema.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Mersalyl acid is an organomercuric compound. It is used as a diuretic. Mercury is a heavy, silvery d-block metal and one of six elements that are liquid at or near room temperature and pressure. It is a naturally occuring substance, and combines with other elements such as chlorine, sulfur, or oxygen to form inorganic mercury compounds (salts). Mercury also combines with carbon to make organic mercury compounds.


5.2 MeSH Pharmacological Classification

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


5.3 ATC Code

C - Cardiovascular system

C03 - Diuretics

C03B - Low-ceiling diuretics, excl. thiazides

C03BC - Mercurial diuretics

C03BC01 - Mersalyl


5.4 Absorption, Distribution and Excretion

Route of Elimination

Organic mercury is metabolized into inorganic mercury, which is eventually excreted in the urine and feces.


Clearance

The hepatobiliary excretion of mersayl was studied in the isolated perfused rat liver and in isolated rat liver plasma membrane vesicles. In the isolated perfused liver, mersalyl was found to be immediately absorbed by the perfusion medium and concentratively excreted into bile. Uptake is characterized by saturation kinetics (S)0.5 = 20 microM, Vmax = 117 nmoles/min/g liver, cooperatively of mersalyl binding sites, stimulation by extracellular sodium and temperature dependence. Uptake of mersalyl into basolateral membrane vesicles also demonstrates characteristics of a carrier-mediated transport, dependence on extravesicular sodium, cooperativity of mersalyl binding sites, temperature dependence and trans-stimulation by intravesicular non-radioactive mersalyl. Uptake was found to be inhibited by alpha-naphthylacetic acid and mercapto group reagents, suggesting involvement of mercapto groups on the carrier and a binding site for carboxylic anions. Data from the isolated perfused liver and from isolated basolateral vesicles suggest that mersalyl uptake into the liver is carrier mediated. Uptake mechanism and driving forces appear analogous to those for the uptake of chemically related compounds such as taurocholic acid. It is, therefore, speculated that mersalyl may be transported by carrier molecules which accept various chemically unrelated compounds.


5.5 Metabolism/Metabolites

Organic mercury is absorbed primarily in the gastrointestinal tract, followed by distribution throughout the body via the bloodstream. Organic mercury forms a complex with free cysteine and the cysteine and sulfhydryl groups on proteins such as hemoglobin (Hgb). These complexes function to mimic methionine and, as a result, are transported throughout the body. This includes travel across the blood-brain barrier and across the placenta.


5.6 Mechanism of Action

Mersalyl is a mercurial diuretic which acts on the renal tubules, increasing the excretion of sodium and chloride, in approximately equal amounts, and of water. As a result, blood pressure and edema is markedly decreased. High-affinity binding of the divalent mercuric ion to thiol or sulfhydryl groups of proteins is believed to be the major mechanism for the activity of mercury. Through alterations in intracellular thiol status, mercury can promote oxidative stress, lipid peroxidation, mitochondrial dysfunction, and changes in heme metabolism. Mercury is known to bind to microsomal and mitochondrial enzymes, resulting in cell injury and death. For example, mercury is known to inhibit aquaporins, halting water flow across the cell membrane. It also inhibits the protein LCK, which causes decreased T-cell signaling and immune system depression. Mercury is also believed to inhibit neuronal excitability by acting on the postsynaptic neuronal membrane. It also affects the nervous system by inhibiting protein kinase C and alkaline phosphatase, which impairs brain microvascular formation and function, as well as alters the blood-brain barrier. Organic mercury exhibits developmental effects by binding to tubulin, which prevents microtubule assembly and causes mitotic inhibition. In addition, mercury produces an autoimmune response, likely by modification of major histocompatibility complex (MHC) class II molecules, self-peptides, T-cell receptors, or cell-surface adhesion molecules.


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Mersalyl manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Mersalyl API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Mersalyl manufacturer or Mersalyl supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Mersalyl manufacturer or Mersalyl supplier.

PharmaCompass also assists you with knowing the Mersalyl API Price utilized in the formulation of products. Mersalyl API Price is not always fixed or binding as the Mersalyl Price is obtained through a variety of data sources. The Mersalyl Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Mersalyl

Synonyms

486-67-9, Ncgc00181320-01, [3-[[2-(carboxymethoxy)benzoyl]amino]-2-methoxypropyl]mercury;hydrate, Mersal, (3-(2-(carboxymethoxy)benzamido)-2-methoxypropyl)(hydroxy)mercury, {3-[2-(carboxymethoxy)benzamido]-2-methoxypropyl}(hydroxy)mercury

Cas Number

486-67-9

About Mersalyl

A toxic thiol mercury salt formerly used as a diuretic. It inhibits various biochemical functions, especially in mitochondria, and is used to study those functions.

Mersalyl Manufacturers

A Mersalyl manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Mersalyl, including repackagers and relabelers. The FDA regulates Mersalyl manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Mersalyl API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Mersalyl Suppliers

A Mersalyl supplier is an individual or a company that provides Mersalyl active pharmaceutical ingredient (API) or Mersalyl finished formulations upon request. The Mersalyl suppliers may include Mersalyl API manufacturers, exporters, distributors and traders.

Mersalyl GMP

Mersalyl Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Mersalyl GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Mersalyl GMP manufacturer or Mersalyl GMP API supplier for your needs.

Mersalyl CoA

A Mersalyl CoA (Certificate of Analysis) is a formal document that attests to Mersalyl's compliance with Mersalyl specifications and serves as a tool for batch-level quality control.

Mersalyl CoA mostly includes findings from lab analyses of a specific batch. For each Mersalyl CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Mersalyl may be tested according to a variety of international standards, such as European Pharmacopoeia (Mersalyl EP), Mersalyl JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Mersalyl USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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