CAS 130-26-7|Clioquinol

Introduction:Basic information about CAS 130-26-7|Clioquinol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameClioquinol
CAS Number130-26-7Molecular Weight305.500
Density2.0±0.1 g/cm3Boiling Point350.4±37.0 °C at 760 mmHg
Molecular FormulaC9H5ClINOMelting Point175-183 °C
MSDSChineseUSAFlash Point165.7±26.5 °C
Symbol
GHS06
Signal WordDanger

Names

Name5-chloro-7-iodoquinolin-8-ol
SynonymMore Synonyms

Clioquinol BiologicalActivity

DescriptionClioquinol(Iodochlorhydroxyquin) is an antifungal drug and antiprotozoal compound that shows effectivity for Alzheimer's disease treatment and induce cancer cell death.
Related CatalogSignaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Anti-infection >>FungalSignaling Pathways >>Autophagy >>MitophagyResearch Areas >>Infection
References

[1]. Nguyen T, et al. Clioquinol down-regulates mutant huntingtin expression in vitro and mitigates pathology in a Huntington's disease mouse model. Proc Natl Acad Sci U S A. 2005 Aug 16;102(33):11840-5.

[2]. Cao B, et al. Clioquinol induces pro-death autophagy in leukemia and myeloma cells by disrupting the mTOR signaling pathway. Sci Rep. 2014 Jul 18;4:5749.

[3]. Katsuyama M, et al. Clioquinol increases the expression of VGF, a neuropeptide precursor, through induction of c-Fos expression. J Pharmacol Sci. 2014;124(4):427-32.

[4]. Matlack KE, et al. Clioquinol promotes the degradation of metal-dependent amyloid-β (Aβ) oligomers to restore endocytosis and ameliorate Aβ toxicity. Proc Natl Acad Sci U S A. 2014 Mar 18;111(11):4013-8.

Chemical & Physical Properties

Density2.0±0.1 g/cm3
Boiling Point350.4±37.0 °C at 760 mmHg
Melting Point175-183 °C
Molecular FormulaC9H5ClINO
Molecular Weight305.500
Flash Point165.7±26.5 °C
Exact Mass304.910431
PSA33.12000
LogP3.86
Vapour Pressure0.0±0.8 mmHg at 25°C
Index of Refraction1.768
InChIKeyQCDFBFJGMNKBDO-UHFFFAOYSA-N
SMILESOc1c(I)cc(Cl)c2cccnc12
Water Solubility<0.1 g/100 mL at 20 ºC

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VC5075000
CHEMICAL NAME :
8-Quinolinol, 5-chloro-7-iodo-
CAS REGISTRY NUMBER :
130-26-7
BEILSTEIN REFERENCE NO. :
0153637
LAST UPDATED :
199710
DATA ITEMS CITED :
29
MOLECULAR FORMULA :
C9-H5-Cl-I-N-O
MOLECULAR WEIGHT :
305.50
WISWESSER LINE NOTATION :
T66 BNJ GG II JQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
11 gm/kg/36W
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - optic nerve neuropathy Sense Organs and Special Senses (Eye) - visual field changes
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
1400 mg/kg/20D-I
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
69 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
590 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Liver - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Liver - fatty liver degeneration Liver - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
175 mg/kg
TOXIC EFFECTS :
Liver - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Behavioral - ataxia
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - chicken
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
15600 mg/kg/26W-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in bladder weight Blood - pigmented or nucleated red blood cells Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
20 gm/kg/14W-I
TOXIC EFFECTS :
Spinal Cord - demyelination Spinal Cord - other degenerative changes
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
44 gm/kg/25W-I
TOXIC EFFECTS :
Liver - changes in liver weight Musculoskeletal - other changes
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
36600 mg/kg/17W-I
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - acute pulmonary edema Lungs, Thorax, or Respiration - dyspnea Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
7 gm/kg/7D-I
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - acute pulmonary edema Lungs, Thorax, or Respiration - dyspnea Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
9000 mg/kg
SEX/DURATION :
female 30 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - uterus, cervix, vagina
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1320 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4) Reproductive - Effects on Newborn - physical
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
528 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - rat Cells - not otherwise specified
DOSE/DURATION :
10 umol/L
REFERENCE :
JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 12,97,1987 *** REVIEWS *** TOXICOLOGY REVIEW PRTODI "Progress in Toxicology," Zbinden, G., New York, Springer-Verlag, 1973 Volume(issue)/page/year: 1,68,1973 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4788 No. of Facilities: 152 (estimated) No. of Industries: 2 No. of Occupations: 5 No. of Employees: 13895 (estimated) No. of Female Employees: 11269 (estimated)

Safety Information

Symbol
GHS06
Signal WordDanger
Hazard StatementsH301
Precautionary StatementsMissing Phrase - N15.00950417
Personal Protective EquipmentEyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard CodesT:Toxic;
Risk PhrasesR25
Safety PhrasesS36/37/39-S45
RIDADRUN 2811 6.1/PG 3
WGK Germany3
RTECSVC5075000
Packaging GroupIII
Hazard Class6.1(b)
HS Code2933499090

Customs

HS Code2933499090
Summary2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Synonyms

5-Chloro-8-hydroxy-7-iodoquinoline
Emaform
Bactol
5-21-03-00294 (Beilstein Handbook Reference)
5-chloro-7-iodo-8-hydroxy-quinoline
EINECS 204-984-4
Clioqinol
Vioform
cortin
T66 BNJ GG II JQ
Amebil
8-Quinolinol, 5-chloro-7-iodo-
Rometin
MFCD00006787
5-Chloro-7-iodo-8-quinolinol
5-chloro-7-iodoquinolin-8-ol
oralcer
Nioform
Cliochinolo [DCIT]
Amoenol
Clioquinol
Cliquinol
hysone
5-Cl-7-I-8-HQ
iodochlorohydroxyquinoline
iodochlorohydroxyquin
corque
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