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메틸렌 블루, 트리수화물

Methylene Blue Trihydrate

HCID 104827
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
7220-79-3
표준 SMILES
CN(C)c1ccc2nc3ccc(=[N+](C)C)cc-3sc2c1.O.O.O.[Cl-]
InChIKey
XQAXGZLFSSPBMK-UHFFFAOYSA-M
분자식
C16H18N3S.Cl.3H2O
평균 분자량
373.9 g/mol
단동위원소 질량
373.12269031

개요

Methylene blue trihydrate appears as odorless or almost odorless dark green crystals with bronze luster or dark green crystalline powder. pH (1% solution in water) 3 to 4.5. (NTP, 1992)

이름 및 식별자

우선 이름
Methylene Blue Trihydrate
IUPAC
[7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium;chloride;trihydrate
현지명
메틸렌 블루, 트리수화물
영어명
Methylene Blue trihydrate
분자식
C16H20ClN3OS
분자량
337.87

이름 및 동의어

Methylene Blue trihydrate7220-79-3Phenothiazin-5-ium, 3,7-bis(dimethylamino)-, chloride, trihydrateDTXSID00256003,7-Bis(dimethylamino)phenothiazin-5-ium chloride trihydrateMethylene blue (USP)C.I. Basic Blue 9, trihydrateCCRIS 9312UNII-T42P99266KMethylene blue [USP]DTXCID705600METHYLENE BLUE TRIHYDRATE [MI]
이름 더 보기
3,7-비스(디메틸아미노)페노티아진-5-ISM염화물,트리수화물C.I.베이직블루9트리수화물메틸렌블루,트리수화물메틸렌블루,트리수화물(METHYLENEBLUE,TRIHYDRATE)METHYLENE BLUE HYDRATECI 52015Methylthioninium Chloride TrihydrateMethylthioniniumMethylene Blue, CPMETHYLTHIONINE CHLORIDEMETHYLENE BLUE CHLORIDEMETHYLENE BLUE INDICATORMethylene Blue trihydrateeMethyltltioninium Chloride
NSC 759135C.I. Basic Blue 9, trihydrate (8CI)RefChem:158183METHYLTHIONINE TRIHYDRATETETRAMETHYLENE BLUE TRIHYDRATEMETHYLTHIONINE CHLORIDE TRIHYDRATE3,7Bis(dimethylamino)phenazathionium chloride trihydrate3,7Bis(dimethylamino)phenothiazin5ium chloride trihydrate

데이터베이스 식별자

CAS
7220-79-3
PubChem CID
104827
DTXSID
DTXSID0025600
UNII
T42P99266K
EC Number
615-731-6

물성

구조 계산 물성

극성 표면적
46.9 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
7
회전 가능 결합 수
1
무거운 원자 수
24
형식 전하
0
복잡도
483

실험 및 물리화학적 성질

Chemical ClassesDyes -> Azine Dyes
Solubilitygreater than or equal to 100 mg/mL at 72 °F (NTP, 1992)
Melting Point374 °F (decomposes) (NTP, 1992)
Physical Description · 2건

Methylene blue trihydrate appears as odorless or almost odorless dark green crystals with bronze luster or dark green crystalline powder. pH (1% solution in water) 3 to 4.5. (NTP, 1992)

Dark green odorless solid with a bronze luster; [Merck Index] Hygroscopic; [CAMEO] Dark green powder; [Sigma-Aldrich MSDS]

물리화학적 성질

녹는점
190 °C · 190 °C (dec.)(lit.)
밀도
0.98 g/mL · 0.98 g/mL at 25 °C
인화점
14 °C · 14 °C
저장 조건
no restrictions.
용해도
물에 용해됨, 클로로포름; 에탄올에 거의 용해되지 않음
물리적 상태
고체
산도 계수 (pKa)
2.6 · 2.6, 11.2(at 25℃)
색상
녹색
수소이온지수(pH)
3 · 3 (20°C, 10g/L in H2O)
수용성
4 g/100mL · 4g/100mL
Merck
13 · 13,6085
안정성
안정적인. 염기, 환원제, 강산화제와 호환되지 않습니다.
InChI
1S/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
InChIKey
YAFGUSOAMIMROI-UHFFFAOYSA-M
SMILES
[Cl-].CN(C)c1ccc2N=C3C=C\C(C=C3Sc2c1)=[N+](/C)C
EPA
Methylene blue trihydrate (7220-79-3)
화학적 성질 · 1건

Methylene Blue trihydrate is a dark green crystalline powder that has a bronze-like luster. When dissolved in water or alcohol, it creates a deep blue color. Methylene blue is used as a bacteriologic stain and as an indicator. It can also inhibit guanylate cyclase and has been used to treat cyanide poisoning and lower levels of methemoglobin.

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 7.6% (7 of 92) of reports.

Warning

H302 (92.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 92 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationMethylene blue trihydrate: Does not have an individual approval but may be used under an appropriate group standard
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1건

SYMPTOMS: Symptoms of exposure to this compound via ingestion include nausea, vomiting, diarrhea and dysuria. Ingestion of large amounts may cause hemolytic anemia. This compound causes skin irritation and severe eye irritation. Eye contact may result in corneal and conjunctival injury, stinging sensation, epiphora and, rarely, transient spasm of accommodation and blue coloration of the vitreous humor. Intravenous exposure to large amounts may cause nausea, abdominal pain, chest pain, headache, dizziness, mental confusion and profuse sweating. Subcutaneous exposure may lead to necrotic abscesses. Intrathecal injection may cause quadriplegia.

Hazards Summary · 1건

A skin and severe eye irritant; Toxic by ingestion (nausea, vomiting, diarrhea, dysuria, and hemolytic anemia from large doses); Repeated-dose oral studies of rats and mice demonstrated methemoglobinemia and a regenerative Heinz body anemia with secondary organ injury; Some evidence of carcinogenicity in male rats and mice, equivocal evidence in female mice, and no evidence in female rats; [NTP] A skin and strong eye irritant; Harmful by ingestion; Targets the blood, CNS, and eyes; May induce methemoglobinemia; [Sigma-Aldrich MSDS] See Methylene blue.

Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1건

METHYLENE BLUE TRIHYDRATE is incompatible with strong oxidizing agents, caustics, alkali metal iodides and reducing agents. Also incompatible with dichromates. It forms double salts with many inorganic salts. Is bleached reversibly by (zinc + hydrochloric acid) or sodium hydrosulfite. In aqueous solution, this chemical is decolorized by zinc dust and dilute sulfuric acid, but the color is restored upon exposure to air and more rapidly upon addition of ammonium hydroxide. (NTP, 1992)

Air and Water ReactionsHygroscopic. Water soluble. Gives a blue solution in water.
Hazard Classes and CategoriesAcute Tox. 4 (92.4%)

안전 및 보호

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1건

RECOMMENDED RESPIRATOR: Where the neat test chemical is stored, weighed and diluted, wear an approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. Splash proof safety goggles should be worn while handling this chemical. Alternatively, a full face respirator, equipped as above, may be used to provide simultaneous eye and respiratory protection. (NTP, 1992)

독성 정보

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Carcinogen Classification · 6건

Methylene blue

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 108: (2016) Some Drugs and Herbal Products

2016

2013

Methylene Blue Trihydrate

안전 데이터

wgk
3
tsca
Yes
rtecs
SP5740000
ridadr
UN 1170 3/PG 2
HS 번호
32129000
risk_code
22-36/37/38-11
hazard_code
Xn,F
safety_code
26-36-24/25-16-7
Hazard Classifications
Acute Tox. 4 Oral
스토리지 클래스
11 - Combustible Solids

화학 및 산업

용도 및 제조

Uses · 2건

Used as a bacteriological stain, redox colorimetric agent, and in medicine (antimethemoglobinic); [Merck Index] Used to dye cotton and wool; [NTP]

Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

Household ProductsInformation on 2 consumer products that contain Methylene blue in the following categories is provided:
응용 분야 · 2건

용도Methylene Blue trihydrate finds many uses in biology and chemistry. It acts as a GCS inhibitor, biological stain and redox indicator. It inhibits tau filament formation. Further, it is reported to bind to the M2 subtype of muscarinic receptors in rat cardiac myocytes and thus exhibit antimuscarinic effects on IK, ACh and ICa. It also inhibits endothelium-dependent relaxation of isolated blood vessels.

일반 설명Methylene blue trihydrate appears as odorless or almost odorless dark green crystals with bronze luster or dark green crystalline powder. pH (1% solution in water) 3 to 4.5. (NTP, 1992)

제조 방법 · 1건

Methylene blue is synthesized commercially by oxidation of N,N-dimethyl-phenylenediamine with sodium dichromate (Na2Cr2O7) in the presence of sodium thiosulfate (Na2S2O3), followed by further oxidation in the presence of N,N-dimethylaniline (NTP, 2008). Methylene blue hydrochloride is isolated by addition of 30% hydrochloric acid and of a saturated common salt solution to the dye solution; after filtration, the product is washed with a 2% common salt solution. Instead of sodium dichromate, manganese dioxide, and catalytic amounts of copper sulfate can be used for the oxidation (Berneth, 2008). Methylene blue of high purity can be obtained by chloroform extraction of impurities from solutions of raw dye in borate buffer at pH 9.5–10, followed by acidification of the aqueous solution and isolation of the dye (Berneth, 2008).IARC Monographs

상·하류 제품 정보

상류 원료

N,N-Dimethyl-p-phenylenediamine monohydrochlorideN,N-디메틸아닐린중크롬산나트륨티오황산 나트륨

하류 제품

the preparation and adsorption of poly (p-hydroxystyrene) adsorbents티오시안산칼슘silver catalysts for epoxyethane플루오린화 알루미늄4-비닐피리딘산화알루미늄

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