Emetine

Modify Date: 2024-01-04 17:18:23

Emetine Structure
Emetine structure
 Common Name Emetine
CAS Number 483-18-1 Molecular Weight 517.10000
Density 1.17g/cm3 Boiling Point 600.3ºC at 760mmHg
Molecular Formula C29H40N2O4 Melting Point 89-96ºC
MSDS N/A Flash Point 316.9ºC

 Use of Emetine


Emetine is an anti-protozoal drug previously used for intestinal and tissue amoebiasis[1].

 Names

Name emetine
Synonym More Synonyms

 Emetine Biological Activity

Description Emetine is an anti-protozoal drug previously used for intestinal and tissue amoebiasis[1].
Related Catalog
In Vitro Emetine is reported to have an IC50 value of 1 nM on the drug sensitive 3D7 P. falciparum parasite strains. Dose response curves are determined for both drugs using K1 resistant isolates and IC50 values of 47 nM and 2.6 nM established for emetine and DHA, respectively[1]. After the lymphoblasts are treated with emetine, the expression level of the mutant allele is elevated almost equally to the wild-type alleles by direct sequencing of the corresponding cDNA[2]. Emetine is identified as a lead compound with significant concentration dependent suppression of PEDF-induced TNF secretion and an IC50 of 146 nM. Emetine inhibits PEDF-mediated TNF release without affecting cell viability and binds to PEDF receptor ATGL with high-binding affinity (KD=14.3 nM)[3]. Emetine reduces cell viability, induces apoptosis, promptes AML cells towards differentiation and downregulates HIF-1α[4].
In Vivo Emetine (0.002, 0.02, 0.2 and 2 mg/kg) not only attenuates blood glucose levels in dose-dependent way but also induces a persistent attenuation of blood glucose levels. Daily administration of emetine dose-dependently attenuates hyperglycemic response by d 21. Consistent with this observation, administration of emetine, but not the vehicle control, results in a sustained attenuation of blood glucose levels. Emetine improves disease severity in a spontaneous model of NOD T1D[3]. Emetine (1 mg/kg) reduces both leukemia burden in an in vivo xenotransplantation mouse model and the clonogenic capacity of leukemic cells upon treatment[4].
References

[1]. Matthews H, et al. Drug repositioning as a route to anti-malarial drug discovery: preliminary investigation of the in vitro anti-malarial efficacy of emetine dihydrochloride hydrate. Malar J. 2013 Oct 9;12:359

[2]. Wu L, et al. PRRT2 truncated mutations lead to nonsense-mediated mRNA decay in Paroxysmal Kinesigenic Dyskinesia. Parkinsonism Relat Disord. 2014 Dec;20(12):1399-404

[3]. Hudson LK, et al. Emetine Di-HCl attenuates Type 1 diabetes mellitus in mice. Mol Med. 2016 Jun 10;22

[4]. Cornet-Masana JM, et al. Emetine induces chemosensitivity and reduces clonogenicity of acute myeloid leukemia cells. Oncotarget. 2016 Apr 26;7(17):23239-50

 Chemical & Physical Properties

Density 1.17g/cm3
Boiling Point 600.3ºC at 760mmHg
Melting Point 89-96ºC
Molecular Formula C29H40N2O4
Molecular Weight 517.10000
Flash Point 316.9ºC
Exact Mass 516.27500
PSA 52.19000
LogP 6.01210

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DK1750000
CHEMICAL NAME :
2H-Benzo(a)quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-((1, 2,3,4- tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl)-
CAS REGISTRY NUMBER :
483-18-1
LAST UPDATED :
199612
DATA ITEMS CITED :
18
MOLECULAR FORMULA :
C29-H40-N2-O4
MOLECULAR WEIGHT :
480.71
WISWESSER LINE NOTATION :
T B666 GNTT&J E2 LO1 MO1 D1- BT66 CMT&J HO1 IO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Rinsed with water
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
10 mg/kg/10D
TOXIC EFFECTS :
Behavioral - muscle weakness Cardiac - arrhythmias (including changes in conduction) Gastrointestinal - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
2941 ug/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 :
12 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 :
12 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
8 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
70 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
7 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
25 mg/kg
REFERENCE :
JNCIAM Journal of the National Cancer Institute. (Washington, DC) V.1-60, 1940-78. For publisher information, see JJIND8. Volume(issue)/page/year: 60,1049,1978 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4638 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 103 (estimated) No. of Female Employees: 52 (estimated)

 Safety Information

RIDADR UN 1544
Packaging Group III
Hazard Class 6.1(b)

 Synonyms

EMETINE
Emetine hydrochloride
(2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine
Emetine [BAN]
Emetin
Cephaline-O-methyl ether
Emetan,6',7',10,11-tetramethoxy
10,11,6',7'-tetramethoxy-emetane
Methyl cephaeline
Cephaeline methyl ether
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Related Compounds: More...
emetine
522-99-6
EmetineHBr
52714-87-1
EMETINE HBR
13903-43-0
EMETINE HBR
1094250-15-3
EMETINE HBR
21026-77-7
EMETINE.2HCl
316-42-7
EMETINE.2HCl
83029-37-2
dehydroemetine
61157-72-0
Dehydroemetine
4914-30-1
Chemsrc provides Emetine(CAS#:483-18-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Emetine are included as well.>> amp version: Emetine

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