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Dithiazanine Iodide

HCID 5702697
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
514-73-8
표준 SMILES
CCN1/C(=C/C=C/C=C/c2sc3ccccc3[n+]2CC)Sc2ccccc21.[I-]
InChIKey
MNQDKWZEUULFPX-UHFFFAOYSA-M
분자식
C23H23N2S2.I
평균 분자량
518.5 g/mol
단동위원소 질량
518.03474

개요

Dithiazanine iodide appears as green, needle-like crystals. Used as a veterinary anthelmintic, as a sensitizer for photographic emulsions and as an insecticides. Not registered as a pesticide in the U.S. (EPA, 1998)

이름 및 식별자

우선 이름
Dithiazanine Iodide
IUPAC
(2Z)-3-ethyl-2-[(2E,4E)-5-(3-ethyl-1,3-benzothiazol-3-ium-2-yl)penta-2,4-dienylidene]-1,3-benzothiazole iodide
영어명
3,3'-Diethylthiadicarbocyanine iodide
분자식
C23H23IN2S2
분자량
518.48

이름 및 동의어

DITHIAZANINE IODIDE3,3'-Diethylthiadicarbocyanine iodide514-73-8AbminthicDizanIoduro de ditiazaninaIodure de dithiazanineAnelmidAnguifuganDilombrinDilombrineDithiazine
이름 더 보기
DTDCDEJODTDCIDTDCLNK 136
DQOCINetocydTelmicidTelmideVercidonDelvexPartelTelmid

데이터베이스 식별자

CAS
514-73-8
PubChem CID
5702697
ChEMBL
CHEMBL421701
ChEBI
CHEBI:228275
EC Number
208-186-7

물성

구조 계산 물성

극성 표면적
60.7 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
28
형식 전하
0
복잡도
537

실험 및 물리화학적 성질

Chemical ClassesDyes -> Carbocyanine Dyes
Color/Form · 2건

Dark greenish crystalline powder

Blue violet powder

Solubility · 4건

Practically insoluble in water

Practically insoluble in ether

Very slightly soluble in alcohol and methyl alcohol

Can be solubilized with polyvinylpyrrolidone: Canadian Patent: 676,636 (1963 to GAF).

Animal DrugsFDA approved animal drugs -> Active ingredient
DecompositionWhen heated to decomposition it emits ... fumes of iodide, sulfur oxides and nitrogen oxides.
Melting Point · 2건

Decomposes at 478.4 °F (EPA, 1998)

248 °C

Vapor Pressure0.00001 [mm Hg] @25 °C
Physical Description · 2건

Dithiazanine iodide appears as green, needle-like crystals. Used as a veterinary anthelmintic, as a sensitizer for photographic emulsions and as an insecticides. Not registered as a pesticide in the U.S. (EPA, 1998)

Dark greenish or blue violet solid; [HSDB] Powder; [Alfa Aesar MSDS]

Other Experimental PropertiesGreen needles from methanol; decomposes @ 248 °C

물리화학적 성질

녹는점
249 °C · 249 °C (dec.) (lit.)
저장 조건
Keep in dark place,Sealed in dry,Room Temperature
용해도
메탄올에 용해됨
물리적 상태
가루
색상
녹색
Merck
14 · 14,3369
BRN
3838938 · 3838938
InChI
InChI=1S/C23H23N2S2.HI/c1-3-24-18-12-8-10-14-20(18)26-22(24)16-6-5-7-17-23-25(4-2)19-13-9-11-15-21(19)27-23;/h5-17H,3-4H2,1-2H3;1H/q+1;/p-1
InChIKey
MNQDKWZEUULFPX-UHFFFAOYSA-M
SMILES
C12C=CC=CC=1S/C(=C/C=C/C=C/C1SC3C=CC=CC=3[N+]=1CC)/N2CC.[I-]
EPA
Dithiazanine iodide (514-73-8)

화학적 성질

green crystalline powder

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 2.3% (1 of 44) of reports.

Danger

H300 (97.7%): Fatal if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Other Safety InformationIMAP assessments - Benzothiazolium, 3-ethyl-2-[5-(3-ethyl-2(3H)-benzothiazolylidene)-1,3-pentadienyl]-, iodide: Environment tier I assessment
DOT LabelPoison
Fire HazardsWhen heated to decomposition, it emits toxic fumes of iodine, sulfur oxides, and nitrogen oxides. (EPA, 1998)
Health HazardsHighly toxic by mouth. (Non-Specific -- Pesticide, Solid, n.o.s.) Poisonous if swallowed, or if dust is inhaled. (EPA, 1998)
Hazards Summary · 1건

Slight blue conjunctiva discoloration and swelling reported in two employees occupationally exposed to dust; Symptoms cleared in ten days after removal from job; Oral LD50 (rat) = 165-192 mg/kg; [HSDB] A skin, eye, nose, and lung irritant; [FAHG] A skin and strong eye irritant; [Alfa Aesar MSDS]

FDA RequirementsDithiazanine iodide is the only drug approved by the FDA in the USA for use as a heartworm microfilaricide in dogs.
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1건

An amine, organosulfide. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
CERCLA Reportable Quantities · 1건

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Dithiazanine iodide is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500/10,000 lbs.

Hazard Classes and CategoriesAcute Tox. 2 (97.7%)

안전 및 보호

Fire Fighting · 1건

(Non-Specific -- Pesticide, Solid, n.o.s.) This material may burn but does not ignite readily. Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Wear self-contained, postive pressure if available, breathing apparatus and full protective clothing.

First Aid · 1건

Ingestion is a route of entry.Move victim to fresh air; call emergency medical care. Remove and isolate contaminated clothing and shoes at the site. In case of contact with material, immediately flush skin or eyes with running water for at least 15 minutes. (EPA, 1998)

Storage ConditionsStore in airtight containers.
Nonfire Spill Response(Non-Specific -- Pesticide, Solid, n.o.s.) Do not touch spilled material; stop leak if you can do so without risk.
Disposal Methods · 1건

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.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Threshold Limit Values (TLV)0.01 [ppm], inhalable fraction and vapor (iodides)
Protective Action Criteria (PAC) · 3건

1.8 [mg/m3]

20 [mg/m3]

33 [mg/m3]

Personal Protective Equipment (PPE) · 1건

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

독성 정보

Human Toxicity Excerpts · 1건

Two people pressing powdered drug into tablets were exposed to enough dust in the course of a week to develop faint blue discoloration of the conjunctiva and slight hyperemia and swelling of the plica semilunaris, but with a change in occupation this all cleared in 10 days.

Non-Human Toxicity Excerpts · 2건

Rabbits exposed to a 1% suspension of dithiazanine iodide in physiologic salt solution applied as an eye drop three times a day developed similar blue discoloration of the conjunctiva. However, with repeated application of the suspension, in 6 days they developed conjunctival inflammation and a few days later extensive corneal opacification, with ulceration of the cornea in some animals. The corneas were diffusely infiltrated with leucocytes, and the conjunctivae were necrotic. This exposure was far more severe than anything that might be expected clinically.

Adverse effects include nausea, vomiting, diarrhea, edema, and fever. It is considered a toxic anthelmintic.

Non-Human Toxicity Values · 2건

LD50 Rat oral 165-192 mg/kg

LD50 Mouse oral 4-16 mg/kg

규제 정보

FDA RequirementsDithiazanine iodide is the only drug approved by the FDA in the USA for use as a heartworm microfilaricide in dogs.
CERCLA Reportable Quantities · 1건

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Dithiazanine iodide is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500/10,000 lbs.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
DL7060000
ridadr
UN 2811 6.1/PG 2
독성
LD50 intraperitoneal in mouse: 3mg/kg
HS 번호
29309099
risk_code
28-36/37/38
hazard_code
T+
safety_code
26-28-36/37-45
포장분류
II
위험 등급
6.1
F 고인화성물질
8
Hazard Classifications
Acute Tox. 2 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
유해 물질 데이터
514-73-8(Hazardous Substances Data)

화학 및 산업

약리 정보

Mechanism of Action · 1건

The means by which dithiazanine clears circulating microfilariae from the blood is not known. They evidently lose motility, become trapped in capillary beds, & are eventually phagocytized by host cells ... The biochemical basis of action of dithiazanine on helminths has been only partially determined. Studies with canine whipworms indicate that the drug causes an irreversible inhibition of glucose absorption, thus resulting in marked reduction in free glucose and consequent depletion in energy-rich phosphate bonds. Whether these physiologic changes also occur in heartworm microfilariae exposed to the drug is not known.

MeSH Pharmacological Classification · 2건

Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

Absorption, Distribution and Excretion · 1건

Absorption of this blue violet compound from the intestinal tract is minimal but is sufficient to cause a faint blue coloration of tissues. Since most of the drug remains unabsorbed in ingesta, feces and vomitus of dogs are blue green to purple in color.

용도 및 제조

Uses · 5건

Used as a fluorescent dye and formerly as an anthelmintic; [ChemIDplus] Used as a sensitizer for photographic emulsions and anthelmintic (nematodes); [Merck Index] Used as insecticide; [CAMEO]

Not registered for use as pesticide in the US; [CAMEO]

Farming (Pesticides) [Category: Industry]

Sensitizer for photographic emulsions.

MEDICATION

Methods of Manufacturing/Prepared/ ... from 1-methylbenzothiazole ethiodide and beta-(ethylmercapto)acrolein diethyl acetal: Kendall, Edwards, US Patent 2,412,815 (1946 to Ilford).
Formulations/Preparations... available as a powder or tablet
General Manufacturing Information · 2건

Benzothiazolium, 3-ethyl-2-[5-(3-ethyl-2(3H)-benzothiazolylidene)-1,3-pentadien-1-yl]-, iodide (1:1): ACTIVE

... is a cyanine dye

응용 분야

용도Sensitizer for photographic emulsions.

일반 설명Green, needle-like crystals. Used as a veterinary anthelmintic, as a sensitizer for photographic emulsions and as an insecticides. Not registered as a pesticide in the U.S.

상·하류 제품 정보

하류 제품

3,3'-디에틸티아시아닌요오드화물

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