NTP CHEMICAL REPOSITORY (RADIAN CORPORATION, AUGUST 29, 1991)
IDENTIFIERS
CATALOG ID NUMBER: 000777
CAS NUMBER: 126-07-8
BASE CHEMICAL NAME: GRISEOFULVIN
PRIMARY NAME: GRISEOFULVIN
CHEMICAL FORMULA: C17H17ClO6
STRUCTURAL FORMULA: Not printable
WLN: T56 BOXVJ FO1 HO1 1G C-& DL6V DX BUTJ CO1 E1
SYNONYMS:
7-CHLORO-2',4,6-TRIMETHOXY-6'-BETA-SPIRO(BENZOFURAN-2(3H), 1'-(2)CYCLOHEXENE-
3,4'-DIONE
(2S,6'R)-7-CHLORO-2',4,6-TRIMETHOXY-6'-METHYLBENZOFURAN-2-SPIRO-1'-CYCLOHEX-
2'-ENE-3,4'-DIONE
7-CHLORO-4,6,2'-TRIMETHOXY-6'-METHYLGRIS-2'-EN-3,4'-DIONE
(+)-GRISEOFULVIN
7-CHLORO-2',4,6-TRIMETHOXY-6'-METHYLSPIRO[BENZOFURAN-2(3H),1'-[2]CYCLOHEXENE]-
3,4'-DIONE
7-CHLORO-4,6-DIMETHOXYCOUMARAN-3-ONE-2-SPIRO-1'-(2'-METHOXY)-6'-METHYLCYCLO-
HEX-2'-EN-4'-ONE
AMUDANE
BIOGRISIN-FP
CURLING FACTOR
DELMOFULVINA
FULCIN
FULCINE
FULVICAN GRISACTIN
FULVICIN
FULVICIN-P/G
FULVICIN-U/F
FULVINA
FULVISTATIN
FUNGIVIN
GREOSIN
GRESFEED
GRICIN
GRIFULVIN
GRIFULVIN V
GRISACTIN
GRISCOFULVIN
GRISEFULINE
GRISEO
GRISEOFULVIN-FORTE
GRISEOFULVINUM
GRISETIN
GRISOFULVIN
GRISOVIN
GRIS-PEG
GRYSIO
GUSERVIN
LAMORYL
LIKUDEN
MURFULVIN
NEO-FULCIN
PONCYL
SPOROSTATIN
SPIROFULVIN
USAF SC-2
NSC 34533
PHYSICAL CHEMICAL DATA
PHYSICAL DESCRIPTION: LITERATURE: White to pale cream-colored crystalline
powder
REPOSITORY: White powder
MOLECULAR WEIGHT: 352.77
SPECIFIC GRAVITY: Not available
DENSITY: Not available
MP (DEG C): 220 C [017,031,047]
BP (DEG C): Not available
SOLUBILITIES:
WATER : <1 mg/mL @ 21 C (RAD)
DMSO : 10-50 mg/mL @ 21 C (RAD)
95% ETHANOL : <1 mg/mL @ 21 C (RAD)
METHANOL : 1 in 250 @ 20 C [295,395,455]
ACETONE : 10-50 mg/mL @ 21 C (RAD)
TOLUENE : Not available
OTHER SOLVENTS:
Dimethylformamide: 12-14 g/100 mL @ 25 C [031]
Benzene: Slightly soluble [031,062,205]
Chloroform: 1 in 25 @ 20 C [295,395,455]
Ethyl acetate: Slightly soluble [031,205]
Acetic acid: Slightly soluble [031,205]
Tetrachloroethane: 1 in 3 @ 20 C [295,455]
Petroleum ether: Insoluble [031,205]
Dehydrated ethanol: 1 in 300 @ 20 C [295,395,455]
Carbon tetrachloride: 2 g/L @ 25 C [315]
Dichloroethane: 80 g/L @ 25 C [315]
Dimethylacetamide: 40 g/L @ 25 C [315]
Dioxane: 30 g/L @ 25 C [315]
Ethyl ether: 0.7 g/L @ 25 C [315]
Heptane: 0.3 g/L @ 25 C [315]
Mineral oil: <0.1 g/L @ 25 C [315]
Propylene glycol: 2 g/L @ 25 C [315]
Span 80: 0.2 g/L @ 25 C [315]
Tween 80: 7 g/L @ 25 C [315]
VOLATILITY:
Vapor pressure: Not available
Vapor density : Not available
FLAMMABILITY(FLASH POINT):
Flash point data for this chemical are not available. It is probably
combustible. Fires involving this material can be controlled with a
dry chemical, carbon dioxide or Halon extinguisher.
UEL: Not available LEL: Not available
REACTIVITY:
This chemical is incompatible with strong oxidizing agents [269].
STABILITY:
This chemical is stable under normal laboratory conditions. Solutions of this
chemical in water, DMSO, 95% ethanol or acetone should be stable for 24 hours
under normal lab conditions (RAD).
OTHER PHYSICAL DATA:
Odorless or almost odorless
Tasteless
UV max (in 95% alcohol): 291 nm (E=686)
Optical rotation: +370 degrees @ 17 C (saturated solution in chloroform)
Optical rotation: +337 degrees @ 21 C (in acetone)
Optical rotation: +358 degrees @ 26 C (in dimethylformamide)
Optical rotation: +302 degrees @ 26 C (in dioxane)
Sublimes without decomposition @ 210 C [055]
Solution in dimethylformamide is dextrorotatory
TOXICITY
NIOSH REGISTRY NUMBER: WG9800000
TOXICITY:
typ. dose mode specie amount units other
LD50 ivn rat 400 mg/kg
LD50 ipr mus 200 mg/kg
LD50 ivn mus 280 mg/kg
LD50 scu mus 1200 mg/kg
AQTX/TLM96: Not available
SAX TOXICITY EVALUATION:
THR: MUTATION data. An experimental teratogen, neoplastigen and carcinogen.
HIGH via intravenous and intraperitoneal routes.
CARCINOGENICITY:
Tumorigenic Data:
TDLo: orl-rat 462 gm/kg/2Y-I
TDLo: orl-mus 440 gm/kg/52W-C
TDLo: scu-mus 120 mg/kg/49W-I
TD : orl-mus 730 gm/kg/52W-C
Review: IARC Cancer Review: Animal Sufficient Evidence
IARC possible human carcinogen (Group 2B) [610]
MUTATION DATA:
test lowest dose | test lowest dose
----------- ----------------- | ----------- -----------------
oms-omi 10 mg/L | cyt-grh-orl 5 mg
mmo-asn 17 umol/L | dni-hmn:fbr 20 mg/L/3D-C
cyt-asn 400 mg/L | dni-hmn:lym 20 mg/L/3D-C
sln-asn 6 mg/L | cyt-ckn:fbr 50 mg/L
cyt-hmn:lym 40 mg/L/3D | cyt-ham:fbr 10 mg/L
cyt-rat-ivn 200 mg/kg | cyt-ham:emb 50 mg/L
mnt-mus:oth 10 mg/L | sce-mus-ipr 100 mg/kg
cyt-mus:emb 50 mg/L | spm-mus-ipr 29750 mg/kg/5D-I
TERATOGENICITY:
Reproductive Effects Data:
TDLo: orl-rat 1250 mg/kg (6-15D preg)
TDLo: orl-rat 2 gm/kg (11-14D preg)
TDLo: orl-rat 12500 mg/kg (6-15D preg)
TDLo: orl-rat 500 mg/kg (9D preg)
TDLo: orl-mus 10 gm/kg (8-9D preg)
STANDARDS, REGULATIONS & RECOMMENDATIONS:
OSHA: None
ACGIH: None
NIOSH Criteria Document: None
NFPA Hazard Rating: Health (H): None
Flammability (F): None
Reactivity (R): None
OTHER TOXICITY DATA:
Review: Toxicology Review-3
Status: EPA Genetox Program 1986, Positive/limited: Carcinogenicity-mouse/rat
EPA Genetox Program 1986, Positive: Aspergillus-aneuploidy
EPA Genetox Program 1986, Positive: Sperm morphology-mouse
EPA Genetox Program 1986, Negative: S cerevisiae-homozygosis
EPA Genetox Program 1986, Inconclusive: Aspergillus-recombination;
Mammalian micronucleus
EPA Genetox Program 1986, Inconclusive: B subtilis rec assay; E
coli polA without S9
EPA Genetox Program 1986, Inconclusive: Histidine reversion-Ames
test
Meets criteria for proposed OSHA Medical Records Rule
OTHER DATA (Regulatory)
PROPER SHIPPING NAME (IATA): Not restricted
UN/ID NUMBER:
HAZARD CLASS: SUBSIDIARY RISK: PACKING GROUP:
LABELS REQUIRED:
PACKAGING: PASSENGER: PKG. INSTR.: MAXIMUM QUANTITY:
CARGO : PKG. INSTR.: MAXIMUM QUANTITY:
SPECIAL PROVISIONS:
USES:
Antifungal antibiotic; feed additive; antimitotic and treatment of fungal
diseases of tomatoes, mushrooms and other crops.
COMMENTS:
Produced by the growth of certain strains of Penicillium griseofulvum.
HANDLING PROCEDURES
ACUTE/CHRONIC HAZARDS:
This compound may cause irritation of and be absorbed through the skin [269].
There is sufficient evidence that it is carcinogenic in animals [015,395].
When heated to decomposition it emits toxic fumes of carbon monoxide, carbon
dioxide and hydrogen chloride gas [269].
MINIMUM PROTECTIVE CLOTHING:
If Tyvek-type disposable protective clothing is not worn during
handling of this chemical, wear disposable Tyvek-type sleeves taped to
your gloves.
RECOMMENDED GLOVE MATERIALS:
Recommended Glove Type For Use With Neat (Undiluted) Chemical:
Recommendations based on permeation test results are made for handling
the neat (undiluted) chemical. If this chemical makes direct contact with
your glove, or if a tear, puncture or hole develops, replace them at once.
Suggested Glove Type(s) (RAD): No information available
RECOMMENDED RESPIRATOR:
Where the neat test chemical is weighed and diluted, wear a NIOSH-
approved half face respirator equipped with a combination filter cartridge,
i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid
gas, SO2 and a high efficiency particulate filter).
OTHER:
Since this chemical is a known or suspected carcinogen you should contact
a physician for advice regarding the possible long term health effects and
potential recommendation for medical monitoring. Recommendations from the
physician will depend upon the specific compound, its chemical, physical and
toxicity properties, the exposure level, length of exposure, and the route
of exposure.
STORAGE PRECAUTIONS:
You should store this material under ambient temperatures, and keep
away from oxidizing materials.
SPILLS AND LEAKAGE:
If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION,
then you should dampen the solid spill material with acetone and transfer the
dampened material to a suitable container. Use absorbent paper dampened with
acetone to pick up any remaining material. Seal your contaminated clothing
and the absorbent paper in a vapor-tight plastic bag for eventual disposal.
Solvent wash all contaminated surfaces with acetone followed by washing 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.
DISPOSAL AND WASTE TREATMENT: Not available
EMERGENCY PROCEDURES
SKIN CONTACT:
IMMEDIATELY flood affected skin with water while removing and isolating
all contaminated clothing. Gently wash all affected skin areas thoroughly
with soap and water.
IMMEDIATELY call a hospital or poison control center even if no symptoms
(such as redness or irritation) develop.
IMMEDIATELY transport the victim to a hospital for treatment after
washing the affected areas.
INHALATION:
IMMEDIATELY leave the contaminated area; take deep breaths of fresh air.
IMMEDIATELY call a physician and be prepared to transport the victim to a
hospital even if no symptoms (such as wheezing, coughing, shortness of breath,
or burning in the mouth, throat, or chest) develop.
Provide proper respiratory protection to rescuers entering an unknown
atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA)
should be used; if not available, use a level of protection greater than or
equal to that advised under Respirator Recommendation.
EYE CONTACT:
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.
INGESTION:
DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing,
give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a
hospital or poison control center. Be prepared to transport the victim to a
hospital if advised by a physician.
If the victim is convulsing or unconscious, do not give anything by mouth,
ensure that the victim's airway is open and lay the victim on his/her side with
the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport
the victim to a hospital.
SYMPTOMS:
Symptoms of exposure to this compound may include urticaria, headaches,
confusion, dizziness, nausea, diarrhea, photosensitivity and leukopenia
[159,301]. Other symptoms may include epigastric distress, fever and
arthralgia [151]. It may cause renal damage and porphyria [301]. It may
also cause peripheral neuritis, syncope and blurred vision [151,406]. Expo-
sure has caused skin rashes, fatigue, proteinuria and, rarely, angioneuro-
tic edema, paresthesia and lupus erythematosus [159,295]. Symptoms may
include dryness of the mouth, an altered sensation of taste, gastrointes-
tinal disturbances, severe allergic reactions, erythema multiforme, exfo-
liative dermatitis, candidiasis, depression, irritability and, rarely,
hepatitis [295]. Other symptoms reported are oral thrush, vomiting, insom-
nia, impairment of the performance of routine activities and, rarely, lupus-
like syndromes and granulocytopenia [159]. Skin irritation may occur [269].
Exposure can lead to lethargy, vertigo, transient macular edema, augmenta-
tion of the effects of alcohol, heartburn, flatulence, angular stomatitis,
neutropenia, punctate basophilia, monocytosis, albuminuria, cylindruria and
hepatotoxicity [406]. Abnormalities of the sexual organs and breasts have
occurred, especially in children. It is contra-indicated in persons with
porphyria and liver failure [295]. A case of blurred vision with greenish
tint, and papilledema have been reported [099].
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