97130-83-1

Basic information

• Product Name: CI NO 52015
• Synonyms: METHYLENE BLUE, ZINC SALT;METHYLENE BLUE ZINC CHLORIDE DOUBLE SALT HYDRATE;METHYLENE BLUE ZINC CHLORIDE DOUBLE SALT MONOHYDRATE;CI NO 52015;CI 52015;3H-Phenothiazine, 7-(dimethylamino)-3-(methylimino)-, 3-methochloride
• CAS NO: 97130-83-1
• Molecular Formula: C32H38Cl4N6OS2Zn
• Molecular Weight: 794.02
• EINECS: 200-515-2
• Mol File: 97130-83-1.mol

Chemical Properties

• Appearance: /
• Water Solubility: 40 g/L (20℃)
• CAS DataBase Reference: CI NO 52015(CAS DataBase Reference)
• NIST Chemistry Reference: CI NO 52015(97130-83-1)
• EPA Substance Registry System: CI NO 52015(97130-83-1)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R22:; R41:
• Safety Statements: S26:; S39:
• Hazardous Substances Data: 97130-83-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H18N3S.ClH/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;/h5-10H,1-4H3;1H/q+1;/p-1

Upstream product

• 15967-15-4 (4-(2-(thiosulfate)-4-(dimethylamino)-phenylimino)-cyclohex-2,5-dienylidene)-N,N-dimethyl ammonium 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 613-11-6 Leuco-Methylenblau 
• 531-53-3 azure A 
• 635-76-7 thionine cloride 
• 92-84-2 10H-phenothiazine 
• 4727-46-2 3,7-bis(dimethylamino)phenothiazin-5-ylium iodide 
• 50-00-0 formaldehyd 
• 1747-90-6 3,11-dinitro-10H-phenothiazine 
• 536-47-0 N,N-dimethyl-1,4-phenylenediamine sulfate 
• 1249-97-4 [3,7-bis(dimethylamino)phenothiazin-10-yl]phenylmethanone 
• 536-46-9 4-dimethylaminophenylamine dihydrochloride 

Downstream Products

• 66881-02-5 semi-reduced methylene blue 
• 62-53-3 phenylnitrenium ion 
• 13760-29-7 tetrathionic acid 
• 1236208-20-0 leucomethylthioninium bis(hydromethanesulfonate) 
• 124-38-9 carbon dioxide 
• 7732-18-5 water 
• 100-61-8 N-methylaniline 
• 106-50-3 1,4-phenylenediamine 

Relevant articles and documents

AND molecular logic gates based on host-guest complexation operational in live cells

We report supramolecular AND logic gates based on host-guest complexation between acid-labile acyclic cucurbit[n]uril (CB[n]) molecular container and NaClO-responsive dye. Supramolecular AND logic gate is turned on due to acid-triggered degradation of mol

Hypochlorous Acid Activating MB-O to Release Methylene Blue for Photodegrading of Aβ Aggregates

Amyloid-β (Aβ) aggregates are one of biomarkers of Alzheimer's disease (AD). It is well known that Aβ aggregates display neurotoxicty or cytotoxicity to neurons. Thus, degrading Aβ aggregates is crucial for exploring the treatment of AD. Moreover, the excessive production of HOCl in the AD brain is an important feature of the disease. Herein, a novel compound MB-O based on methylene blue (MB) skeleton was designed and synthesized. The probe MB-O can specifically react with HOCl, releasing the fluorophore MB with strong fluorescence intensity increase. More importantly, the released MB is capable of degrading Aβ aggregates under red light irradiation.

A PROCESS FOR THE PREPARATION OF METHYLENE BLUE

Provided herein is a process for preparation of 3,7-bis-(dimethylamino)-phenothiazin-5-ium chloride: Formula (I). The said process comprises preparing 3,7-dibromophenothiazin-5-ium bromide wet Crude(III) from phenothiazine (II) along promoter, catalyst and brominating agent in presence of organic solvent; preparing 3,7-bis-(dimethylamino)-phenothiazin-5-ium bromide (IV) from 3,7-dibromophenothiazin-5-ium bromide; preparing 3,7-bis (Dimethylamino)-phenothiazin-5-ium chloride from 3,7-bis-(dimethylamino)-phenothiazin-5-ium bromide and subsequently purifying and removing metal content through metal scavenger from 3,7-bis-(dimethylamino)-phenothiazin-5-ium chloride (I). The present process eliminates the additional step of ion exchange column in the reaction and provides 99 to 99.5 percentage of product purity.

Selective Imaging of HClO in the Liver Tissue In Vivo Using a Near-infrared Hepatocyte-specific Fluorescent Probe

Liver injury is typified by an inflammatory response. Hypochlorous acid (HClO), an important endogenous reactive oxygen species, is regarded as a biomarker associated with liver injury. Near-infrared (NIR) fluorescent probes with the advantage of deep tissue penetrating and low auto-fluorescence interference are more suitable for bioimaging in vivo. Thus, in this work, we designed and synthesized a novel NIR hepatocyte-specific fluorescent probe named NHF. The probe NHF showed fast response (3 s), large spectral variation, and good selectivity to trace HClO in buffer solution. By employing N-acetylgalactosamine (GalNAc) as the targeting ligand, probe NHF can be actively delivered to the liver tissue of zebrafish and mice. It is important that probe NHF is the first NIR hepatocyte-specific fluorescent probe, which successfully visualized the up-regulation of endogenous HClO in the oxygen-glucose deprivation/reperfusion (OGD/R) model HepG2 cells and dynamically monitored APAP-induced endogenous HClO in the liver tissue of zebrafish and mice.

NOVEL IMPROVED METHOD FOR SYNTHESIZING DIAMINOPHENOTHIAZINE COMPOUNDS

The present invention relates to chemical synthesis and purification. Specifically, the present invention relates to a novel and improved method of synthesizing high purity diaminophenothiazine compounds of Formula I, specifically Methylene Blue and its pharmaceutically acceptable salt or hydrates thereof. The present invention relates to an improved method of synthesizing Methylene Blue compound of higher purities than those achievable by using known methods of synthesis as per the requirements of the international pharmacopoeias like USP and EP.

METHOD FOR PREPARING 3,7-BIS(DIMETHYLAMINO)PHENOTHIAZIN-5-YLIUM IODIDE

Method for preparing 3,7-bis(dimethylamino)phenothiazin-5-ylium iodide, the method resulting in a high purity while being very simple to implement and producing high yields. The method uses phenothiazine as a starting material and includes the following steps: a) treating phenothiazine with diiodine, b) treating the reaction medium directly obtained from step a) with dimethylamine.

Peroxynitrite near infrared fluorescent probe ONP and preparation method and application thereof

The invention discloses a peroxynitrite near infrared fluorescent probe ONP and a preparation method and an application thereof. The near infrared fluorescent probe ONP is obtained by combining boratewith a methylene blue framework. The structure is as sh

Deformylation reaction-based probe for: In vivo imaging of HOCl

The detection of hypochlorous acid (HOCl) in vivo is vitally important because the local concentration of HOCl is highly correlated with some diseases such as atherosclerosis and rheumatoid arthritis. However, in vivo detection of HOCl remains a challenge due to the lack of a suitable probe. We report here a near-infrared (NIR) emissive "turn-on" probe (FDOCl-1) based on a methylene blue derivative, which can quickly detect HOCl via a newly found deformylation mechanism. FDOCl-1 displays remarkable selectivity and sensitivity towards HOCl. The dramatic changes in colour and NIR emission were used to detect HOCl in vitro and in vivo in a mouse arthritis model.

A preparation method of methylene blue

The invention discloses a preparation method of methylene blue, and belongs to the technical field of intermediate synthesis in fine chemical engineering. The preparation method comprises the following steps: in a condensed hydrochloric acid solution, carrying out nitrosation reactions between sodium nitrite and N,N-dimethylaniline so as to obtain an intermediate namely p-nitroso-N,N-dimethylaniline; subjecting p-nitroso-N,N-dimethylaniline to hydrogenation reduction to prepare p-amino-N,N-dimethylaniline; oxidizing p-amino-N,N-dimethylaniline, then adding sodium thiosulfate to carry out addition reactions to prepare 2-amino-5-dimethylaminophenyl thiosulfonic acid, adding N,N-dimethylaniline into 2-amino-5-dimethylaminophenyl thiosulfonic acid to carry out oxidative condensation reactions to generate bis(4-dimethylaminophenyl) thiosulfonic acid; and making bis(4-dimethylaminophenyl) thiosulfonic acid carry out ring-closing reactions to obtain methylene blue. The provided preparation method has the advantages of high product purity, simple technology flow, low manufacture cost, suitability for industrial production, easily-available raw materials, and little pollution to the environment.

SYNTHESIS OF A THIOSULFONIC ACID BY A STEP OF PERIODATE MEDIATED OXIDATIVE COUPLING OF A THIOSULFONIC ACID WITH AN ANILINE

The present invention pertains generally to the field of chemical synthesis, and more particularly to methods for the chemical synthesis of a thiosulfonic acid of Formula (1) by a step of periodate mediated oxidative coupling of a thiosulfonic acid of For