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3,3'-Diaminobenzidine tetrahydrochloride

HCID 23892
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
7411-49-6
Standard SMILES
Cl.Cl.Cl.Cl.Nc1ccc(-c2ccc(N)c(N)c2)cc1N
InChIKey
KJDSORYAHBAGPP-UHFFFAOYSA-N
Molecular formula
C12H14N4.4ClH
Average molar mass
360.1 g/mol
Monoisotopic mass
358.028557

Overview

See also: 3,3-Diaminobenzidine tetrahydrochloride (annotation moved to).

Names & identifiers

Preferred name
3,3'-Diaminobenzidine tetrahydrochloride
IUPAC
4-(3,4-diaminophenyl)benzene-1,2-diamine;tetrahydrochloride
English name
3,3',4,4'-Biphenyltetramine tetrahydrochloride
Molecular formula
C12H18Cl4N4
Molecular weight
360.11

Names & synonyms

7411-49-63,3'-DIAMINOBENZIDINE TETRAHYDROCHLORIDE3,3',4,4'-Tetraaminobiphenyl tetrahydrochloride3,3'-Diaminobenzidine hydrochloride[1,1'-Biphenyl]-3,3',4,4'-tetramine, tetrahydrochloride3,3'-Diammoniumbenzidinium tetrachlorideDTXSID7021312HSDB 50793,3',4,4'-Biphenyltetramine, tetrahydrochlorideEINECS 231-018-9NSC 75650UNII-26I0SJP460
Show more names
DABDAB SUBSTRATEDAB-HCLDAB 4HCLDAB, 50XDAB 3HClDAB TABLETDAB anhydrousDAB EASY tabletsDAB TETRAHYDROCHLORIDE
3,3'-Diaminobenzidine, tetrahydrochloride26I0SJP460(1,1'-Biphenyl)-3,3',4,4'-tetramine, tetrahydrochloride3,3'Diaminobenzidine4HClDTXCID801312(1,1'-Biphenyl)-3,3',4,4'-tetramine, hydrochloride (1:4)NSC-756503,4,3',4'-TETRAAMINOBIPHENYL TETRAHYDROCHLORIDE

Database identifiers

Properties

Computed structural properties

Topological polar surface area
104 Ų
Hydrogen bond donors
8
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
20
Formal charge
0
Complexity
209

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Benzidine and Derivatives
Color/FormSolid
DecompositionWhen heated to decomp it emits very toxic fumes of /hydrochloric acid & nitrogen oxides/.
Melting Point178-180 °C
Physical DescriptionSolid; [HSDB] Grey to purple-brown powder; [MSDSonline]

Physicochemical properties

Melting point
300 °C · 300°C
storage temp.
2 · 2-8°C
solubility
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form
tablets
color
Crystals
PH
pH(25℃) : 7.4~7.8
Water Solubility
Soluble
Sensitive
Moisture Sensitive/Air Sensitive

Safety & regulation

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

GHS classification

GHS Classification · 6 items

Danger

H341 (98%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 2 items

Chemical: [1,1'-Biphenyl]-3,3',4,4'-tetramine, tetrahydrochloride

[1,1'-Biphenyl]-3,3',4,4'-tetramine, tetrahydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; [MSDSonline] Could be carcinogenic for man but not conclusive because of insufficient data (3B); [MAK] See Benzidine.
Hazard Classes and Categories · 2 items

Muta. 2 (98%)

Acute Tox. 4 (100%)

Safety & protection

Disposal Methods · 1 item

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.

Preventive Measures · 1 item

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.

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used in colorimetric assays for peroxidase activity and to make polybenzimidazole fibers; [HSDB]

REAGENT IN COLORIMETRIC ASSAY FOR PEROXIDASE ACTIVITY; CHEM INT FOR POLYBENZIMIDAZOLE FIBERS (FREE BASE) /FORMER USE/

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Consumption PatternsESSENTIALLY 100% AS A RESEARCH CHEMICAL
General Manufacturing Information[1,1'-Biphenyl]-3,3',4,4'-tetramine, hydrochloride (1:4): ACTIVE
Applications · 4 items

UsesA substrate for peroxidase, and a reagent for the spectrophotometric determination of selenium

Uses3,3′-Diaminobenzidine (DAB) Enhanced Liquid Substrate System tetrahydrochloride has been used: in the detection of hydrogen peroxide in rice leavesas a substrate for rabbit peroxidase in immunohistochemistry of mice brain sectionsin immunocytochemistry of muscle-derived stem cells (MDSCs)

Uses3,3′-Diaminobenzidine tetrahydrochloride has been used for immunohistochemistry.

General Description3,3′-Diaminobenzidine (DAB) is a chromogenic substrate for peroxidase enzyme. It is converted to an insoluble precipitate after oxidation by peroxidase.

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]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
CAS
7411-49-6
PubChem CID
23892
DTXSID
DTXSID7021312
ChEMBL
CHEMBL3189086
UNII
26I0SJP460
EC Number
231-018-9、680-650-5
BRN
1212988 · 1212988
Stability
Hygroscopic
InChI
InChI=1S/C12H14N4.4ClH/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8;;;;/h1-6H,13-16H2;4*1H
InChIKey
KJDSORYAHBAGPP-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(N)C(N)=C2)=CC=C(N)C(N)=C1.[H]Cl.[H]Cl.[H]Cl.[H]Cl
CAS DataBase Reference
7411 · 7411-49-6(CAS DataBase Reference)
FDA UNII
26 I0SJP460 · 26I0SJP460
EPA Substance Registry System
1 · [1,1'-Biphenyl]-3,3',4,4'-tetramine, tetrahydrochloride (7411-49-6)
UNSPSC Code
41116133 · 41116133
NACRES
83 · NA.83
Symbol(GHS)
7 · GHS07
Signal word
Danger
Hazard statements
341 · H341-H350
Precautionary statements
201 · P201-P202-P280-P308+P313-P405-P501
Hazard Codes
F,T,Xn,N
Risk Statements
23 · 23/24/25-36/38-39/23/24/25-40-20/21/22-68-45-51/53-42/43-60-61
Safety Statements
7 · 7-16-24-33-36/37-45-24/25-22-36/37/39-53-61
RIDADR
3316 · UN 3316 9/PG 2
WGK Germany
3 · 3
RTECS
8753000 · DV8753000
F
3 · 3-8-10
TSCA
TSCA listed
HS Code
29215900 · 29215900
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
4 OralCarc · Acute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 2
Hazardous Substances Data
7411 · 7411-49-6(Hazardous Substances Data)
Toxicity
50 ipr-mus: · LD50 ipr-mus: 330 mg/kg NCIBR* NIH-NCI-E-68-1311,10,73

Toxicology

Non-Human Toxicity Excerpts · 1 item

The relationship between the structure and mutagenicity of benzidine analogs was examined. The mutagenic activities of benzidine, benzidine dihydrochloride, and their analogs, 3,3'-diaminobenzidine, 3,3'-dichlorobenzidine, 3,3'-dimethoxybenzidine, 3,3'-dimethoxybenzidine dihydrochloride, and N,N,N',N'-tetramethylbenzidine, were evaluated in the Ames assay. Salmonella strains (TA-100) and (TA-98) were used, with or without metabolic activation by liver S9 mix from male Sprague-Dawley rats induced with aroclor-1254. In the absence of S9 mix only 3,3'-dichlorobenzidine in strain TA-98 showed significant mutagenic activity. In the presence of S9 mix all compounds except N,N,N',N'-tetramethylbenzidine were mutagenic in strain TA-100. Bridged diphenyl compounds showed mutagenicity equal to or greater than that of the parent compound, benzidine. In strain TA-98 biphenyl compounds were more mutagenic than the bridged diphenyl compounds. No significant differences in mutagenicity were seen between the free base and dihydrochloride salt forms of benzidine or its dimethoxy analog. Compounds capable of inducing frame shift mutations must have a planar aromatic moiety and an activated electrophilic side chain, and mutagenicity in this series of compounds increases with decreasing basicity of the aniline moiety.

Antidote and Emergency Treatment · 2 items

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Non-Human Toxicity ValuesLD50 Mouse ip 330 mg/kg

Safety data

F
3-8-10
wgk
3
tsca
TSCA listed
rtecs
DV8753000
ridadr
UN 3316 9/PG 2
hs_code
29215900
Toxicity
LD50 ipr-mus: 330 mg/kg NCIBR* NIH-NCI-E-68-1311,10,73
risk_code
23/24/25-36/38-39/23/24/25-40-20/21/22-68-45-51/53-42/43-60-61
Signal word
Danger
Symbol(GHS)
GHS07
hazard_code
F,T,Xn,N
safety_code
7-16-24-33-36/37-45-24/25-22-36/37/39-53-61
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements
H341-H350
Hazard Classifications
Acute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 2
Precautionary statements
P201-P202-P280-P308+P313-P405-P501
Hazardous Substances Data
7411-49-6(Hazardous Substances Data)
Shandong chuangyingchemical Co., Ltd.
18853181302 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
成都健腾生物技术有限公司028-85159085 18080455027 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
Hangzhou Pharma & Chem Co., Ltd.+86-0571-87040515 +8613958180668 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
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Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [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]
Syntechem Co.,Ltd[email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
昌邑市隆昌生物化工有限公司+86-13256193735; +86-13256193735 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
南京奥生化学技术有限公司+86 (25) 82263158
上海恩诺生物科技有限公司+86 (21) 6435-5022
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
武汉市皇臻生物化工有限公司13795480948 · [email protected]
南京美博生物科技有限公司025-58619198 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
ChemeGen 中国18818260767 · [email protected]
HONG KONG IPURE BIOLOGY CO.,LIMITED86 18062405514 18062405514 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
北京伊诺凯科技有限公司15652467323 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
北京京土恒盛化工科技有限公司00-13911456598 13911456598 · [email protected]
北京天净沙基因科技有限公司19852949191 19852949191 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
日照力德士化工有限公司010-51268198 · [email protected]
上海爱蝶实业有限公司021-58957966 18930537195 · [email protected]
安倍医疗器械贸易(上海)有限公司400-1500-680 021-62402299 · [email protected]
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