7H-Dibenzo(c,g)carbazole

HCID 9134

Basic information

CAS
194-59-2
Standard SMILES
c1ccc2c(c1)ccc1[nH]c3ccc4ccccc4c3c12
InChIKey
STJXCDGCXVZHDU-UHFFFAOYSA-N
Molecular formula
C20H13N
Average molar mass
267.3 g/mol
Monoisotopic mass
267.10479942

Overview

7H-dibenzo[c,g]carbazole can cause cancer according to an independent committee of scientific and health experts.

Names & identifiers

Preferred name
7H-Dibenzo(c,g)carbazole
IUPAC
12-azapentacyclo[11.8.0.02,11.03,8.016,21]henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaene
English name
7H-DIBENZO[C,G]CARBAZOLE
Molecular formula
C20H13N
Molecular weight
267.32

Names & synonyms

7H-Dibenzo[c,g]carbazole194-59-27H-DIBENZO(C,G)CARBAZOLEDibenzo(c,g)carbazole3,4,5,6-Dibenzocarbazole7H-DB(c,g)C7-Aza-7H-dibenzo(c,g)fluorene7-Aza-7H-dibenzo[c,g]fluoreneSZF1OJI89DDTXSID9059755NSC-8751912-azapentacyclo[11.8.0.02,11.03,8.016,21]henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaene
Show more names
G]CARBAZOLE7H-DIBENZO[C6-DibenzocarbazoleWln: T D6 C6 B566 mmj3,4,5,6-Dibenzcarbazol3,4,5,6-DibenzcarbazoleTrofinetide Impurity 19
NSC87519DIBENZO[C,G]CARBAZOLE12-azapentacyclo(11.8.0.02,11.03,8.016,21)henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaeneRefChem:547113DTXCID8036071205-895-33,4:5,6-DibenzocarbazoleMFCD00215941

Database identifiers

CAS
194-59-2、28641-62-5
PubChem CID
9134
DTXSID
DTXSID9059755
ChEBI
CHEBI:82312
UNII
SZF1OJI89D
EC Number
205-895-3
Nikkaji
J34.861I

Properties

Computed structural properties

XLogP
5.9
Topological polar surface area
15.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
21

Experimental & physicochemical properties

Chemical ClassesCarcinogens
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
Color/FormNEEDLES FROM ETHANOL
Solubility · 2 items

SOL IN COMMON ORG SOLVENTS, INSOL IN PETROLEUM ETHER

63 ug/L

Decomposition... and 7H-dibenzo[c,g]carbazole emit toxic /nitrogen oxides/ fumes when heated to decomp. /temperature unspecified/
Melting Point158 °C

Physicochemical properties

Melting point
152 · 152-154oC
Boiling point
400.51 °C · 400.51°C (rough estimate)
Density
0.9889 · 0.9889 (rough estimate)
refractive index
1.861 · 1.8610 (estimate)
storage temp.
2 · Sealed in dry,2-8°C
solubility
Acetonitrile (Slightly), , Chloroform (Slightly)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 5.4% (3 of 56) of reports.

Danger

H302 (69.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P318, P330, P337+P317, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 56 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Hazard information

Regulatory Information · 2 items

Hazard Traits - Bioaccumulation; Carcinogenicity; Environmental Persistence

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Health HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Hazards Summary · 1 item

Classified as a heterocyclic aromatic compound; Evidence of carcinogenicity in experimental animals; [HSDB] There is no data available on cancer in humans. There is sufficient evidence of carcinogenicity in experimental animals. 7H-Dibenzo(c,g)carbazole is possibly carcinogenic to humans (Group 2B). [IARC, Vol. 103, 2013] See POLYCYCLIC AROMATIC HYDROCARBONS.

Reactive GroupAmines, Phosphines, and Pyridines

Safety & protection

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
First AidExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Storage Conditions · 1 item

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 1 item

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Disposal Methods · 5 items

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.

PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen-containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": ... Incineration may be only feasible method for disposal of contaminated laboratory waste from biological expt. However, not all incinerators are suitable for this purpose. The most efficient type ... is probably the gas-fired type, in which a first-stage combustion with a less than stoichiometric air:fuel ratio is followed by a second stage with excess air. Some ... are designed to accept ... aqueous & organic-solvent solutions, otherwise it is necessary ... to absorb soln onto suitable combustible material, such as sawdust. Alternatively, chem destruction may be used, esp when small quantities ... are to be destroyed in laboratory. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": HEPA (high-efficiency particulate arrestor) filters ... can be disposed of by incineration. For spent charcoal filters, the adsorbed material can be stripped off at high temp & carcinogenic wastes generated by this treatment conducted to & burned in an incinerator. ... LIQUID WASTE: ... Disposal should be carried out by incineration at temp that ... ensure complete combustion. SOLID WASTE: Carcasses of lab animals, cage litter & misc solid wastes ... should be disposed of by incineration at temp high enough to ensure destruction of chem carcinogens or their metabolites. /Chemical Carcinogens/

For more Disposal Methods (Complete) data for 7H-DIBENZO(C,G)CARBAZOLE (6 total), please visit the HSDB record page.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: 7H-Dibenzo(c,g)carbazole adsorbs very strongly to soil and if released on soil will remain in the surface layer of soil. It undergoes direct photolysis in water and would be expected to photolyze on the soil surface. It is resistant to biodegradation and would be expected to be persistent in the soil(SRC).

AQUATIC FATE: The results of laboratory investigations suggest that 99% of 7H-dibenzo(c,g)carbazole entering natural waters will be adsorbed onto sediment and that the remaining 1% will be photochemically transformed to yield two products, one of which is phenolic(1). Photolysis is expected to be the dominant process in clear waters and adsorption will be most important in turbid waters(1). Based on experimental photolysis rates at midday, the photolysis half-life of 7H-dibenzo(c,g)carbazole in winter is expected to be 1.0 hr in a model river, 0.5 hr in an oligotrophic lake, and 1.5 hr in a eutrophic lake or pond(1). While the photolysis rate will vary with the time of day, photolysis will be an important process with a half-life of less than a day(1). Since biodegradation appears to be unlikely, desorption from sediment may maintain a low concn of 7H-dibenzo(c,g)carbazole in a water body almost indefinitely(1). Between 50 and 82% of 7H-dibenzo(c,g)carbazole present in most natural waters would be adsorbed to suspended sediment(1). 7H-Dibenzo(c,g)carbazole would be expected to bioconcentrate in aquatic organisms(SRC).

ATMOSPHERIC FATE: Based on its estimated vapor pressure, 3.4X10-9 mm Hg at 25 °C(2), 7H-dibenzo(c,g)carbazole should exist in the atmosphere as an aerosol(4,SRC) and be removed by gravitational settling(SRC). Vapor-phase 7H-dibenzo(c,g)carbazole would react with photochemically-produced hydroxyl radicals resulting in an estimated half-life of 13.8 hr(3,SRC). However, it is not clear what would happen with the adsorbed chemical. 7H-Dibenzo(c,g)carbazole is readily photolyzed in water and may photolyze in atmospheric droplets and while adsorbed to particulate matter(SRC).

Adverse EffectsIARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.
Medical Surveillance · 1 item

PRECAUTIONS FOR "CARCINOGENS": Whenever medical surveillance is indicated, in particular when exposure to a carcinogen has occurred, ad hoc decisions should be taken concerning ... /cytogenetic and/or other/ tests that might become useful or mandatory. /Chemical Carcinogens/

Soil Adsorption/Mobility · 1 item

The soil/water distribution constant of 7H-dibenzo(c,g)carbazole to Des Moines River sediment (0.08% OC), Coyote Creek sediment (1.9% OC), and Searsville Lake sediment (5% OC) was 32,600, 18,500, and 27,600, respectively(1). The respective Koc values are 40,800,000, 970,000 and 550,000(SRC). The Koc for 7H-dibenzo(c,g)carbazole estimated from molecular structure is 1.5X10+6(2). According to a suggested classification scheme(3), these experimental and estimated Kocs suggest that 7H-dibenzo(c,g)carbazole would be immobile in soil(SRC).

Atmospheric Concentrations7H-Dibenzo(c,g)carbazole has been detected, but not quantified, in particulate matter in polluted atmsophere(1).
Human Toxicity Excerpts · 4 items

Mortality studies have demonstrated that exposure to coke oven emissions, which contain a variety of PAHs, caused increased incidences of lung and genitourinary cancer mortality in coke oven workers ... . /Polycyclic aromatic hydrocarbons/

Workers exposed to creosote containing numerous PAHs developed skin tumors ... . /Polycyclic aromatic hydrocarbons/

Exposures to other chemical mixtures that contain PAHs, such as cigarette smoke, coal tar, coal tar pitch, and bitumens, have been associated with increased incidences of lung cancer in humans. /Polycyclic aromatic hydrocarbons/

Dermal exposure to coal tar and shale oils containing PAHs have been associated with increased incidences of skin tumors in humans ... . /Polycyclic aromatic hydrocarbons/

Safety data

rtecs
HO5600000
ridadr
2811
hs_code
2933.99.8290
Signal word
Warning
Symbol(GHS)
GHS07,GHS08
hazard_class
6.1(b)

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.
Absorption, Distribution and Excretion · 1 item

3H-/labeled/ 7H-Dibenzo[c,g]carbazole (3 mg), administered intratracheally in saline or water to hamsters, was cleared from the respiratory tract with a half-life of 1-3 hr, which was several times faster than the rate observed for benzo[a]pyrene ... 7H-Dibenzo[c,g]carbazole was distributed to the liver, kidney, brain and fat, with highest concn observed in the intestine; 6 hr after administration, five times as much radioactivity was observed in the feces (16%) as in the urine (3%).

Uses & manufacturing

Uses · 3 items

No known commercial use or production; [HSDB]

There is no known use of this compound.

This is a toxic chemical found in cigarettes or generated by tobacco combustion.

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Applications

UsesA heterocyclic aromatic compound with potent mutagenic and carcinogenic properties.

General DescriptionCrystalline solid.

Suppliers100 total

陕西凯尔凯医药科技有限公司029-2148545164 17392779578 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南药德生物科技有限公司17805033575; 17805033575 · [email protected]
BAYNOE CHEM CO.,LTD+86-21-34783353 +8615000719740 · [email protected]

Additional notes

DefinitionChEBI: 7H-Dibenzo[c,g]carbazole is a member of carbazoles.

Related reactions

5 records

Compound notes

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