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50-65-7 structure

Niclosamide

Iupac Name:5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide
CAS No.:50-65-7
EINECS(EC#): 200-056-8
Molecular Weight:327.11962
Molecular Formula:C13H8Cl2N2O4 (isomer)
1. Names and Identifiers
1.1 Synonyms

(5-chloro-2-hydroxyphenyl)-N-(2-chloro-4-nitrophenyl)carboxamide 2, 5-Dichlor-4-nitro-salizylsaeureanilid 2, 5-Dichloro-4-nitrosalicylanilide 2',5-Dichlor-4'-nitro-salizylsaeureanilid 2',5-Dichlor-4'-nitro-salizylsaeureanilid [German] 2,5-Dichlor-4-nitro-salizylsaeureanilid [German] 2',5'-Dichloro-4'-nitrosalicylanilide 2',5-Dichloro-4'-nitrosalicylanilide 2,5-Dichloro-4-nitrosalicylanilide 2,5-dichloro-4-nitrosalicylanilide ? 2',5-dichloro-4'-nitrosalicylanilide2,5-dichloro-4-nitrosalicylanilideNiclosamide 2,5-Dichloro-4-nitrosalicyloylanilide ethanolamine salt 2-Chloro-4-nitrophenylamide-6-chlorosalicylic acid 2-Hydroxy-5-chloro-N-(2-chloro-4-nitrophenyl)benzamide 5,2-Dichloro-4-nitrosalicylanilide, ethanolamine salt 50-65-7 5-chloranyl-N-(2-chloranyl-4-nitro-phenyl)-2-oxidanyl-benzamide 5-Chloro-2'-chloro-4'-nitrosalicylanilide 5-chloro-N-(2-chloro-4-nitrophenyl)- 5-Chloro-N-(2-chloro-4-nitrophenyl) -2-hydroxybenzamide 5-Chloro-N-(2-chloro-4-nitro-phenyl)-2-hydroxy-benzamide 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide compd with 2-aminoethanol 5-Chloro-N-(2'-chloro-4'-nitrophenyl)salicylamide 5-CHLORO-N-(2-CHLORO-4-NITROPHENYL)-SALICYLAMIDE/N 5-Chlorosalicyloyl-(o-chloro-p-nitranilide) 8KK8CQ2K8G A828227 AB00052340 AB00052340_08 AB00052340_09 AB0013423 AI3-25823 AK173020 AKOS003589004 Atenase B 2353 BAY 2353 BAY-2353 Bayer 2353 Bayer 73 Bayluscid BBL004110 BCP22958 BCP9000068 BDBM11242 Benzamide, 5-chloro-N- (2-chloro-4-nitrophenyl)-2-hydroxy- Benzamide, 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy- Benzamide, 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-, compd with 2-aminoethanol (1:1) Benzamide,5-chloro-N-(2-chloro-4- nitrophenyl)-2-hydroxy- BPBio1_000153 BRD-K35960502-001-06-9 BRD-K35960502-001-11-9 BRN 2820605 BSPBio_000139 BSPBio_002333 C13H8Cl2N2O4 CAS-50-65-7 CCG-39641 CCRIS 3437 Cestocid Cestocide CHEBI:7553 Chemagro 2353 CHEMBL1448 Clonitralid (Salt/Mix) Clonitralide (Salt/Mix) CS-2618 CTK8G1852 D00436 DB-051812 DB06803 Devermin Devermine Dichlosale DivK1c_000709 DSSTox_CID_20362 DSSTox_GSID_40362 DSSTox_RID_79485 DTXSID7040362 EINECS 200-056-8 EN300-92958 ENT 25823 EU-0100866 Fedal-Telmin Fenasal FT-0603220 GTPL8494 Helmiantin HL 2447 HMS1568G21 HMS2093A21 HMS2095G21 HMS2231H06 HMS3262N13 HMS3373P08 HMS3712G21 HMS502D11 HSDB 1572 HY-B0497 I012 IDI1_000709 Iomesan Iomezan KBio1_000709 KBio2_000719 KBio2_003287 KBio2_005855 KBio3_001553 KBioGR_000771 KBioSS_000719 KS-00000JFD KS-5210 KSC-18-157-2 KUC107299N Lintex Lopac0_000866 Lopac-N-3510 LP00866 LS-144196 Mansonil Mato MCULE-9985514311 MFCD00057597 MLS002154181 Mollutox (Salt/Mix) N 3510 N-(2'-Chlor-4'-nitrophenyl)-5-chlorsalicylamid N-(2'-Chlor-4'-nitrophenyl)-5-chlorsalicylamid [German] N-(2'-Chloro-4'-nitrophenyl)-5-chlorosalicylamide N-(2-Chloro-4-nitrophenyl)-5-chlorosalicylamide Nasemo NCGC00015735-01 NCGC00015735-02 NCGC00015735-03 NCGC00015735-04 NCGC00015735-05 NCGC00015735-06 NCGC00015735-07 NCGC00015735-08 NCGC00015735-09 NCGC00015735-11 NCGC00015735-12 NCGC00094190-01 NCGC00094190-02 NCGC00094190-03 NCGC00094190-04 NCGC00254654-01 NCGC00261551-01 Niclocide Niclocide (TN) Niclosamida Niclosamida [INN-Spanish] niclosamide Niclosamide (anhydrous), European Pharmacopoeia (EP) Reference Standard Niclosamide (Niclocide) Niclosamide (USAN/INN) Niclosamide [BSI:ISO] Niclosamide [USAN:INN:BAN] Niclosamide Anhydrous Niclosamide-(2-hydroxyethyl)ammonium Niclosamide, 97+% Niclosamidum Niclosamidum [INN-Latin] nicolsamide Niklosamid NINDS_000709 Nitrophenyl chlorsalicylamide NS00000613 NSC 178296 NSC178296 NSC-178296 NSC758440 NSC-758440 Oprea1_259151 Pharmakon1600-01503265 Phenasal Phenasal ethanolamine salt Prestwick_354 Prestwick0_000040 Prestwick1_000040 Prestwick2_000040 Prestwick3_000040 Q-201469 Q418523 Radeverm Radewerm Ruby s3030 Sagimid Salicylanilide, 2',5-dichloro-4'-nitro- Salicylanilide, 2,5-dichloro-4-nitro-, compd. with 2-aminoethanol (1:1) Salicylanilide,5-dichloro-4'-nitro- SB19414 SBI-0050841.P003 SC-46581 SCHEMBL18563900 SCHEMBL67182 SDCCGSBI-0050841.P004 SMP2_000228 SMR000058390 SPBio_001225 SPBio_002060 Spectrum_000239 SPECTRUM1503265 Spectrum2_001183 Spectrum3_000667 Spectrum4_000196 Spectrum5_001083 SR 73 SR-01000076024 SR-01000076024-1 SR-01000076024-3 SR-01000076024-6 ST50408862 STK396676 Sulqui T7903 Tox21_110209 Tox21_110209_1 Tox21_300749 Tox21_500866 Tredemine UNII-8KK8CQ2K8G Vermitid Vermitin VU0243604 WLN: WNR CG DMVR BQ EG WR 46234 Yomensan Yomesan Z57902203 Zestocarp ZINC3874496

1.2 Inchi
InChI=1S/C13H8Cl2N2O4/c14-7-1-4-12(18)9(5-7)13(19)16-11-3-2-8(17(20)21)6-10(11)15/h1-6,18H,(H,16,19)
1.3 InChkey
RJMUSRYZPJIFPJ-UHFFFAOYSA-N
1.4 Canonical Smiles
C1=CC(=C(C=C1[N+](=O)[O-])Cl)NC(=O)C2=C(C=CC(=C2)Cl)O
1.5 Isomers Smiles
C1=CC(=C(C=C1[N+](=O)[O-])Cl)NC(=O)C2=C(C=CC(=C2)Cl)O
2. 3D Conformer
3. Properties
3.1 Appearance
white to yellowish odourless crystalline powder
3.2 Density
1.616
3.3 Melting Point
225-230 DEG C
3.4 Boiling Point
424.5 °C at 760 mmHg
3.5 Vapour
1.49e-11 mmHg
3.6 Refractive Index
1.709
3.7 Flash Point
210.5 °C
3.8 Solubility
Insoluble Appearance:white to yellowish odourless crystalline powder
Transport Information:UN 3077
3.9 Color/Form
PALE, YELLOW CRYSTALS
ALMOST COLORLESS CRYSTALS
A cream-colored or yellowish-white powder
Bright yellow crystalline solid
3.10 Stability
TABLETS ARE SENSITIVE TO MOISTURE.
3.10 Stability
3.11 HS Code
2924299090
3.12 Storage temp
0-6°C
3.13 Spectral properties
Intense mass spectral peaks: 155 m/z (100%), 154 m/z (56%), 157 m/z (31%), 156 m/z (29%)
4. Safety and Handling
4.1 Safety

RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: VN8400000

4.2 Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD oral > 1gm/kg (1000mg/kg) ? French Medicament Patent Document. Vol. #2628M,
mouse LD50 intravenous 7500ug/kg (7.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 884, 1960.
mouse LD50 oral 1gm/kg (1000mg/kg) ? "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rabbit LD oral > 5gm/kg (5000mg/kg) ? French Medicament Patent Document. Vol. #2628M,
rat LD50 intraperitoneal 250mg/kg (250mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Zeitschrift fuer Tropenmedizin und Parasitologie. Vol. 13, Pg. 1, 1962.
rat LD50 oral 2500mg/kg (2500mg/kg) ? "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A297, Pg. 1983,

4.3 Transport
UN 3077
4.4 Formulations/Preparations
TABLETS: 500 MG. THE TABLETS ALTHOUGH NOT MARKETED IN THE US, MAY BE OBTAINED BY LICENSED PHYSICIANS FROM THE PARASITIC DISEASE DRUG SERVICE, CENTER FOR DISEASE CONTROL, ATLANTA, GA, 30333.
CLONITRALID (FOR 2-HYDROXYETHYLAMMONIUM SALT) FOR PUBLIC HEALTH USE (FED REP GERM). /2-HYDROXYETHYLAMMONIUM SALT/
... EC (250 G AI/L); WP (700 G/KG).
BAYLUSCIDE /ETHANOLAMINE SALT OF NICLOSAMIDE/...WETTABLE POWDER; EMULSIFIABLE CONCENTRATE /ETHANOLAMINE SALT/
Niclocide (Miles Pharmaceuticals). Tablets (chewable) 500 mg.
Granules
Niclosamide is available as a powder for sprays (70%) and as an emulsion concentrate (25%).
4.5 Exposure Standards and Regulations
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
Niclosamide tablets. Oral dosage form new animal drugs. Specifications and conditions of use provided for dogs.
Niclosamide. New animal drugs for use in animal feeds. Conditions of use provided for laboratory mice.
4.6 Specification

? Niclosamide , its cas register number is 50-65-7. It also can be called?2',5-Dichlor-4'-nitro-salizylsaeureanilid ; 2',5-Dichloro-4'-nitrosalicylanilide ; 2-Chloro-4-nitrophenylamide-6-chlorosalicylic acid ; 2-Hydroxy-5-chloro-N-(2-chloro-4-nitrophenyl)benzamide ; 5-Chloro-2'-chloro-4'-nitrosalicylanilide ; 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide ; 5-Chlorosalicyloyl-(o-chloro-p-nitranilide) ; Atenase ; Bayluscid ; Cestocid?; Devermine ; Dichlosale ; Fedal-Telmin ; Fenasal ; Helmiantin ; Lintex ; Mansonil ; Mato ; N-(2'-Chlor-4'-nitrophenyl)-5-chlorsalicylamid ; Nasemo ;?Niclosamida ; Niclosamide ; Niclosamidum ; Nitrophenyl chlorsalicylamide ; Sagimid ; Salicylanilide, 2',5-dichloro-4'-nitro- ;?Sulqui ; Vermitid ; Vermitin ;Yomesan ; Zestocarp .

4.7 Octanol/Water Partition Coefficient
log Kow = 10 @ pH 9.6
4.8 Disposal Methods
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.
Niclosamide is reported to be highly stable to heat but it is hydrolized by strong alkali or acids. Recommendable methods: Incineration & landfill. Peer review: Incinerate niclosamide in a unit with effluent gas scrubbing. (Peer-review conclusions of an IRPTC expert consultation (May 1985))
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Hazardous to the aquatic environment, short-term (Acute) - Category Acute 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H400 Very toxic to aquatic life

Precautionary statement(s)
Prevention

P273 Avoid release to the environment.

Response

P391 Collect spillage.

Storage

none

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

6. Computational chemical data
  • Molecular Weight:327.11962g/mol
  • Molecular Formula:C13H8Cl2N2O4
  • Exact Mass:325.986112
  • Monoisotopic Mass:325.986112
  • Complexity:404
  • Rotatable Bond Count:2
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:4
  • Topological Polar Surface Area:95.2
  • Heavy Atom Count:21
  • Defined Atom Stereocenter Count:0
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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