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Tolonium chloride

HCID 7083
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
92-31-9
Standard SMILES
Cc1cc2nc3ccc(=[N+](C)C)cc-3sc2cc1N.[Cl-]
InChIKey
GEDVVYWLPUPJJZ-UHFFFAOYSA-N
Molecular formula
C15H16ClN3S
Average molar mass
305.8 g/mol
Monoisotopic mass
305.0753464

Overview

Tolonium chloride is an organic chloride salt having 3-amino-7-(dimethylamino)-2-methylphenothiazin-5-ium (tolonium) as the counterion. It is a blue nuclear counterstain that can be used to demonstrate Nissl substance and is also useful for staining mast cell granules, both in metachromatic and orthochromatic techniques. It has a role as a diagnostic agent, a fluorochrome and a histological dye. It contains a tolonium.

Names & identifiers

Preferred name
Tolonium chloride
IUPAC
(7-amino-8-methylphenothiazin-3-ylidene)-dimethylazanium chloride
English name
Toluidine Blue O
Molecular formula
C15H16ClN3S
Molecular weight
305.82

Names & synonyms

Toluidine Blue OTOLONIUM CHLORIDE92-31-9Basic Blue 17Blutene chlorideMenodinGabilinTolazulC.I. Basic Blue 17Toluidine Blue OOKlotToloni chloridum
Show more names
TBTOLUIDINE BLUEBASIC BLUEfklotCI 52040
F KlotBluteneSchultz 1041Cloruro de tolonioChlorure de toloniumToluidene Blue O ChlorideDimethyltoluthionine chlorideSchultz no. 1041

Database identifiers

CAS
92-31-9
PubChem CID
7083
DTXSID
DTXSID9048728
ChEMBL
CHEMBL1790006
ChEBI
CHEBI:87647
UNII
15XUH0X66N

Properties

Computed structural properties

Topological polar surface area
66.7 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
0
Heavy atoms
20
Formal charge
0
Complexity
511

Physicochemical properties

Melting point
200 ℃ · >200℃
bulk density
410 kg/m3 · 410kg/m3
storage temp.
Inert atmosphere,Room Temperature
solubility
2 O: · H2O: soluble1mg/mL
form
Solid
pka
2.4 · 2.4, 11.6(at 25℃)
Colour Index
52040 · 52040
color
Dark green to black
PH
2.8 · 2.8 (H2O, 25℃)
Water Solubility
3.82 g/100 · 3.82 g/100 mL
λmax
626 nm, · 626 nm, 630 nm
ε(extinction coefficient)
13000 at · ≥13000 at 241-247nm in H2O≥28000 at 287-293nm in H2O≥40000 at 625-635nm in H2O
Merck
14 · 14,9520
Stability
Stable. Incompatible with strong oxidizing agents.
Biological Applications
45 · Bound hyaluronan assay; DNA assay; bioelectronic applications; biofuel cells; microbial fuel cells; detecting bacteria,body fluid,nucleic acids,45,proteins,viruses; identifying Gram-negative bacteria,b-amyloid reducing agents

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
3
tsca
TSCA listed
rtecs
SP5670000
hs_code
32041300
Toxicity
LD50 in mice, rats, rabbits (mg/kg): 27.56, 28.93, 13.44 i.v. (Haley, Storlarsky)
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
22-24/25
Storage Class
11 - Combustible Solids
Hazard statements
H302
Precautionary statements
P280-P305+P351+P338

Chemistry & industry

Applications

UsesToluidine Blue O is a metachromatic dye suitable for a wide variety of histological staining procedures. It is used for direct dyeing and printing of wool and silk, as well as a biological stain and hemostatic agent.

Preparation methods · 1 item

Preparationby heavy chromate salt in the presence of sodium content and deal with N1,N1-dimethylbenzene-1,4-diamine, transforming it into the content and sulfonic acid, this product then through heavy chromate salt and O-Methylaniline processing, into a unique of sulfur acid amine generation, then use heavy chromate salt and copper sulfate closed loop and oxidation, Finally,thezinc chloridesaltprecipitation

Upstream & downstream products

Upstream raw materials

N,N-Dimethyl-1,4-phenylenediamineo-ToluidineSodium nitriteZinc chlorideSodium thiosulfateo-ToluidineN,N-Dimethyl-1,4-phenylenediamine

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Major Application
diagnostic assay manufacturinghematologyhistology
InChI
1S/C15H16N3S.ClH/c1-9-6-13-15(8-11(9)16)19-14-7-10(18(2)3)4-5-12(14)17-13;/h4-8H,16H2,1-3H3;1H/q+1;/p-1
InChIKey
HNONEKILPDHFOL-UHFFFAOYSA-M
FDA UNII
15 XUH0X66N · 15XUH0X66N
EPA Substance Registry System
Tolonium chloride (92-31-9)
UNSPSC Code
41116130 · 41116130
NACRES
47 · NA.47
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302
Precautionary statements
280 · P280-P305+P351+P338
Risk Statements
36 · 36/37/38
Safety Statements
22 · 22-24/25
WGK Germany
3 · 3
RTECS
5670000 · SP5670000
TSCA
TSCA listed
HS Code
32041300 · 32041300
Storage Class
11 · 11 - Combustible Solids
Toxicity
50 in · LD50 in mice, rats, rabbits (mg/kg): 27.56, 28.93, 13.44 i.v. (Haley, Storlarsky)
021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]
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爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
江苏豪隆化工有限公司0513-89083520 13328092525 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
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安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
伊势久(江苏连云港)生物科技有限责任公司18082049515 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
金克隆(北京)生物技术有限公司400-910-1997 15330005590 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
山东康赛德生物科技有限公司18615616891 · [email protected]
南京杜莱生物技术有限公司025-84699383-8003;025-846993838003-8003 18013301590 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
桦特昇生物科技(武汉)有限公司027-59207879 1972026995 18140587686 · [email protected]
上海壹科繁生物科技有限公司18221419461; 18221419461 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
上海谱振生物科技有限公司4001650900 13817534909 · [email protected]
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
湖南汇百益新材料有限公司400-0909710 13319523173 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Toluidine Blue O is an organic chloride salt having 3-amino-7-(dimethylamino)-2-methylphenothiazin-5-ium (tolonium) as the counterion. It is a blue nuclear counterstain that can be used to demonstrate Nissl substance and is also useful for staining mast cell granules, both in metachromatic and orthochromatic techniques. It has a role as a fluorochrome, a histological dye and a diagnostic agent. It contains a tolonium.