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Brilliant Green

HCID 12449
노트반응

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

기본 정보

CAS
633-03-4
표준 SMILES
CCN(CC)c1ccc(C(=C2C=CC(=[N+](CC)CC)C=C2)c2ccccc2)cc1.O=S(=O)([O-])O
InChIKey
NNBFNNNWANBMTI-UHFFFAOYSA-M
분자식
C27H33N2.HO4S
평균 분자량
482.6 g/mol
단동위원소 질량
482.22392857

개요

Brilliant green is an organic hydrogensulfate salt having 4-{[4-(diethylamino)phenyl](phenyl)methylidene}-N,N-diethylcyclohexa-2,5-dien-1-iminium as the counterion. It has a role as an antibacterial agent, an antiseptic drug, a fluorochrome, a poison, a histological dye and an environmental contaminant. It contains a brilliant green cation.

이름 및 식별자

우선 이름
Brilliant Green
IUPAC
[4-[[4-(diethylamino)phenyl]-phenylmethylidene]cyclohexa-2,5-dien-1-ylidene]-diethylazanium;hydrogen sulfate

이름 및 동의어

Brilliant green633-03-4Basic green 1Malachite Green GDiamond Green GC.I. Basic Green 1Fast Green JSolid GreenBasic Brilliant GreenBasic Green VGreen ENBrilliant Green B
이름 더 보기
Brilliant Green GBrilliant Green PBrilliant Green YFast Green JJOBasic Bright GreenBrilliant Green GXBrilliant Green YNDeorlene Green JJO

데이터베이스 식별자

CAS
633-03-4
PubChem CID
12449
DTXSID
DTXSID1048700
ChEMBL
CHEMBL1181633、CHEMBL1790039
ChEBI
CHEBI:88173
UNII
G0L543D370
EC Number
211-190-1

물성

구조 계산 물성보충 중

극성 표면적
92.1 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
5
회전 가능 결합 수
7
무거운 원자 수
34
형식 전하
0
복잡도
642

실험 및 물리화학적 성질

Chemical ClassesDyes -> Di- and Triaryl Dyes
CosmeticsHair dyeing
Color/Form · 2건

Minute, glistening, golden crystals

Green crystalline powder

Solubility40 mg/ml in water; 60 mg/ml in 2-methoxyethanol; 50 mg/ml in ethanol
DecompositionWhen heated to decomposition it emits very toxic fumes of /nitrogen oxides, ammonia and sulfur oxides/.
Melting Point210 °C, decomposes.
Physical DescriptionGold crystals; [Merck Index] Hygroscopic; [MSDSonline]
Ionization Efficiency · 6건

Positive

4.79

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Other Experimental PropertiesC.I. Basic Green 1 has indicator properties with a visual-transition interval of pH 0.0 (yellow) to pH 2.6 (green).

안전 및 규제

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

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 3.4% (6 of 175) of reports.

Danger

H301 (12.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 175 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

유해성 정보

Regulatory Information · 3건

Chemical: Ethanaminium, N-[4-[[4-(diethylamino)phenyl]phenylmethylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-, sulfate (1:1)

Status: Active Update: 04-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/17567

C.I. Basic green 1: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Malachite green and related chemicals: Human health tier II assessment
Hazards SummaryA severe eye irritant; [HSDB] A skin, eye, and respiratory tract irritant; May cause eye injury; Toxic by ingestion; LD50 (rat) = 313 mg/kg; [MSDSonline]
Special Reports · 2건

Hatch KL, Maibach HI; J Am Acad Dermatol 32 (4): 631-9 (1995). The literature concerning textile dye dermatitis published during the last decade was reviewed. ... The 10 new dye allergens /included/ ... the basic dye brilliant green. ...

USEPA; Chemical Profile: C.I. Basic Green 1 (1985). Chemical safety information sheet /details toxicological information concerning this dye/.

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.

용도 및 제조

Uses · 6건

Used in the treatment of intestinal worms, mycotic infections, and wound antisepsis; Also used as a dye (wool, cotton, man-made fibers, and paper), ink, and wood stain; [HSDB] Used as an indicator and biological stain; [Merck Index]

Pulp and Paper Processing [Category: Industry]

Use as an agriculture fungicide.

Industrial applications include dyeing wool, acrylic, cotton, bast fibers, acetate, nylon, PVC fibers and paper and preparing spirit inks, wood stains and pigments.

C.I. Basic Green 1 is used along with Gentian Violet and Proflavine hemisulfate to prepare a triple-dye, broad-spectrum, antiseptic solution for neonatal nursery use. It finds limited use as a stain for bacteria; its most important use in bacteriology is as a component of culture media...

Pigment Green 2 component; dye (wool, silk, polyamide, polyvinyl chloride, jute, cotton, leather, polyacrylonitrile)

Methods of Manufacturing · 2건

C.I. Basic Green 1 is made by condensing one mole of benzaldehyde with two moles of diethylaniline, in the presence of either hydrochloric or sulfuric acid to form the leuco dye. The leuco dye is oxidized and converted to the acid sulfate.

Prepn: Doebner, Ber. 13, 2222 (1880); Fischer, ibid. 14, 2521 (1881); Colour Index, vol. 4 (3rd ed., 1971) p. 4382.

Use ClassificationCosmetics -> Hair dyeing
General Manufacturing InformationEthanaminium, N-[4-[[4-(diethylamino)phenyl]phenylmethylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-, sulfate (1:1): ACTIVE

관련 반응

0건
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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Toxic Combustion Products
When heated to decomposition it emits very toxic fumes of NOx and SOx.
Hazard Classes and Categories · 2건

Acute Tox. 3 (12.6%)

Germ cell mutagenicity - category 2

Skin, Eye, and Respiratory IrritationsA skin irritant
Hazardous Reactivities and IncompatibilitiesIncompatible with anionic, oxidizing and reducing substances. Incompatible with aqueous suspensions of bentonite.

안전 및 보호

Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 13(SRC), determined from a measured water solubility(2) and a recommended regression-derived equation(3), indicates that C.I. Basic Green 1 will have very high mobility in soil(SRC). Due to the ionic nature of C.I. Basic Green 1, the retention of the dye by ion-exchange processes(4,SRC), particularly on clay surfaces, and adsorption at mineral surfaces such as geothite(5,SRC), may slow down or prevent leaching(SRC). As C.I. Basic Green 1 is an ionic compound, volatilization of this compound will not be important from moist soil surfaces(4,SRC). Based on limited data, C.I. Basic Green 1 is expected to be resistant to aerobic biodegradation in soil(SRC). In an aqueous screening test, only 1.3% of the theoretical BOD was reached in 5 days(6).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 13(SRC), determined from a measured water solubility(2) and a recommended regression-derived equation(1), indicates that C.I. Basic Green 1 should not adsorb to suspended solids and sediment in water(SRC). However, due to the ionic nature of C.I. Basic Green 1, the retention of the dye by ion-exchange processes(3,SRC), particularly on clay surfaces, and adsorption at mineral surfaces such as geothite(4,SRC), may lead to increased adsorption on some surfaces(SRC). As C.I. Basic Green 1 is an ionic compound, volatilization from water surfaces is not expected(3,SRC). According to a classification scheme(5), an estimated BCF value of 2(1,SRC), from a measured water solubility(2), suggests that bioconcentration in aquatic organisms is low(SRC). Based on limited data, C.I. Basic Green 1 is expected to be resistant to aerobic biodegradation in water(SRC). In an aqueous screening test, only 1.3% of the theoretical BOD was reached in 5 days(6).

ATMOSPHERIC FATE: The ionic state of C.I. Basic Green 1 makes this compound essentially non-volatile(1,SRC); therefore, this compound should exist in the particulate phase in the ambient atmosphere. Particulate-phase C.I. Basic Green 1 may be physically removed from the air, mainly by wet deposition(SRC).

Soil Adsorption/Mobility · 1건

The Koc of C.I. Basic Green 1 is estimated as approximately 13(SRC), using a measured water solubility of 40,000 mg/l(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that C.I. Basic Green 1 has very high mobility in soil(SRC). Due to the ionic nature of the dye, the retention of C.I. Basic Green 1 by ion-exchange processes(4,SRC), particularly on clay surfaces and adsorption at mineral surfaces such as geothite(5,SRC), may slow down or prevent leaching(SRC).

Human Toxicity Excerpts · 3건

Brilliant green ... has been employed topically on the skin as an antiseptic, but in contact with the eye is severely injurious. In one instance an attempt to treat conjunctivitis with 1% solution of this dye resulted in destructive keratitis with hypopyon and terminated in bilateral blindness due to corneal opacification.

Ingestion causes diarrhea & abdominal pain.

Eczema, cross-reaction with gentian violet and malachite green.

Artificial Pollution Sources · 1건

C.I. Basic Green 1's production and use as a dye, in the preparation of spirit inks, wood stains and pigments, and in antiseptic solutions used for neonatal nurseries(1) may result in its release to the environment through various waste streams(SRC).

Environmental BiodegradationC.I. Basic Green 1 was resistant to aerobic biodegradation in the BOD5 test using an activated sludge inoculum; 1.3% of the theoretical BOD was reached in 5 days(1).
Environmental Bioconcentration · 1건

An estimated BCF value of 2 was calculated for C.I. Basic Green 1(SRC), using a measured water solubility of 40,000 mg/l(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/SoilSince C.I. Basic Green 1 is an ionic compound, evaporation from water and moist soil surfaces will not be important(1,SRC).
Non-Human Toxicity Excerpts · 2건

Experimentally in rabbit eyes the dye is severely injurious.

The haploid strain 15B-II4 of Saccharomyces cerevisiae was used to study in an acute experiment the toxic and mutagenic effects of /three/ arilmethan dyes ... /including/ brilliant green (C.I. 42040). ...High biological activity of all the dyes tested was found, based on such toxic effects as cell killing and growth inhibition. ... It was shown that the dyes could incr the frequency of appearance of nuclear point mutations and cytoplasmic mutations of respiratory deficiency.

Probable Routes of Human Exposure · 1건

NIOSH (NOES Survey 1981-1983) has statistically estimated that 42,531 workers (28,804 of these are female) are potentially exposed to C.I. Basic Green 1 in the US(1). Occupational exposure may be through inhalation of dust particles and dermal contact with this compound at workplaces where C.I. Basic Green 1 is produced or used. The general population may be exposed to C.I. Basic Green 1 via dermal contact with products containing C.I. Basic Green 1(SRC).

Environmental Fate/Exposure Summary · 1건

C.I. Basic Green 1's production and use as a dye, in the preparation of spirit inks, wood stains and pigments, and in antiseptic solutions used for neonatal nurseries may result in its release to the environment through various waste streams. The ionic state of C.I. Basic Green 1 makes this compound essentially non-volatile, therefore C.I. Basic Green 1 should exist solely in the particulate phase in the ambient atmosphere. Particulate-phase C.I. Basic Green 1 may be physically removed from the air, mainly by wet deposition. An estimated Koc of 13 suggests that C.I. Basic Green 1 will have very high mobility in soil although its ionic nature may result in ion-exchange processes with clay that would retard leaching. The volatilization of the dye from moist soil surfaces to air will not be important as C.I. Basic Green 1 is an ionic compound. Based on limited data, this compound is expected to be resistant to aerobic biodegradation in both soil and water; in an aqueous screening test, only 1.3% of the theoretical BOD was reached in 5 days. It may adsorb to clay sediments and particulate matter in the water due to ion-exchange processes. The loss of the dye from water by evaporation should not be important due to its ionic nature. The potential for bioconcentration in aquatic organisms should be low based on an estimated BCF value of 2. Occupational exposure may be through inhalation of dust particules and dermal contact with this compound at workplaces where C.I. Basic Green 1 is produced or used. (SRC)

Non-Human Toxicity Values · 5건

LDLo Rat intraperitoneal 8 mg/kg

LDLo Mouse oral 25 mg/kg

LDLo Mouse intraperitoneal 5 mg/kg

LDLo Mouse intravenous 3 mg/kg

For more Non-Human Toxicity Values (Complete) data for C.I. BASIC GREEN 1 (6 total), please visit the HSDB record page.

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