ChemicalBook > CAS DataBase List > 1-(1-NAPHTHYL)-2-THIOUREA

1-(1-NAPHTHYL)-2-THIOUREA

Product Name
1-(1-NAPHTHYL)-2-THIOUREA
CAS No.
86-88-4
Chemical Name
1-(1-NAPHTHYL)-2-THIOUREA
Synonyms
ANTU;AUTU;Bantu;Dirax;Alrato;u-5227;Kripid;Krysid;Rat-Tu;U 5227
CBNumber
CB5308200
Molecular Formula
C11H10N2S
Formula Weight
202.28
MOL File
86-88-4.mol
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1-(1-NAPHTHYL)-2-THIOUREA Property

Melting point:
193 °C
Boiling point:
377.6±25.0 °C(Predicted)
Density 
1.333
refractive index 
1.5500 (estimate)
storage temp. 
Poison room
solubility 
4.3 and 86 g/L in acetone and triethylene glycol, respectively (Windholz et al., 1983)
pka
13.12±0.70(Predicted)
form 
Crystals or Crystalline Powder
color 
Grayish to beige-brown
Odor
bitter taste
Water Solubility 
600 mg/L at 20 °C (quoted, Windholz et al., 1983)
Merck 
14,722
BRN 
778118
Exposure limits
NIOSH REL: TWA 0.3 mg/m3, IDLH 100 mg/m3; OSHA PEL: TWA 0.3 mg/m3
CAS DataBase Reference
86-88-4(CAS DataBase Reference)
IARC
3 (Vol. 30, Sup 7) 1987
EPA Substance Registry System
.alpha.-Naphthylthiourea (86-88-4)
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Safety

Hazard Codes 
T+
Risk Statements 
28-40
Safety Statements 
28-36/37-45-25-23
RIDADR 
1651
OEB
C
OEL
TWA: 0.3 mg/m3
WGK Germany 
2
RTECS 
YT9275000
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
I
HS Code 
29309090
Hazardous Substances Data
86-88-4(Hazardous Substances Data)
Toxicity
Acute oral LD50 for Norwegian rats 6–8 mg/kg (Hartley and Kidd, 1987).
IDLA
100 mg/m3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
45328
Product name
ANTU
Purity
PESTANAL
Packaging
250mg
Price
$47.9
Updated
2022/05/15
TCI Chemical
Product number
N0071
Product name
1-(1-Naphthyl)-2-thiourea
Packaging
5G
Price
$54
Updated
2024/03/01
TCI Chemical
Product number
N0071
Product name
1-(1-Naphthyl)-2-thiourea
Packaging
25G
Price
$171
Updated
2024/03/01
Alfa Aesar
Product number
A19024
Product name
N-(1-Naphthyl)thiourea, 97%
Packaging
10g
Price
$39.2
Updated
2023/06/20
Alfa Aesar
Product number
A19024
Product name
N-(1-Naphthyl)thiourea, 97%
Packaging
50g
Price
$140
Updated
2023/06/20
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1-(1-NAPHTHYL)-2-THIOUREA Chemical Properties,Usage,Production

Description

a-Naphthylthiourea (ANTU; also called DIRAX) is toxic by inhalation, ingestion, or skin contact. Due to its very narrow spectrum of activity, production was discontinued a long time ago. Exposure to ANTU causes pulmonary edema; therefore, it is often used as an experimental pneumotoxin. ANTU is a graycolored, prism-shaped, odorless powder with a bitter taste. It has a molecular weight of 202.28 and melting point of 200 ℃ and does not ignite readily. However, on interaction with potential oxidizing agents, it may cause fire and explosions, which can lead to hazardous decomposition products such as sulfur dioxide, nitrogen dioxide, and carbon monoxide. The structure of ANTU contains the naphthalene chromophore, which absorbs UV light at ~311 nm. This suggests that ANTU can undergo photolysis.

Chemical Properties

greyish to beige-brown crystals or cryst. powder

Chemical Properties

Alpha-naphthylthiourea (α-naphthalene thiourea) is a pure white or beige-brown solid/ blue-gray powder. It is hard to dissolve in water, acid, and general organic solvents, but dissolves in boiling ethanol and alkaline solution. On decomposition, ANTU releases carbon monoxide, toxic and irritating fumes and gases, and carbon dioxide. It is a rodenticide and a poison bait to lure rodents.

Chemical Properties

ANTU is a noncombustible, white crystalline solid or gray powder. Odorless.

Physical properties

Colorless crystals when pure. Technical product is grayish-blue. Odorless solid. Bitter taste.

Uses

ANTU an organosulfur is a derivative of thiourea. It is a singledose rodenticide that is specifically used against Norway rats as a bait. However, it is futile against all other species of rodents. Because of its tendency to cause resistance and specificity only toward Norway rodents, this poison rapidly lost popularity and is no longer manufactured in the United States.

Uses

Rodenticide. Specific control for the adult Norway rat; less toxic to other rat species.

Definition

ChEBI: ANTU is a member of naphthalenes.

General Description

White crystal or powder; technical product is gray powder. Has no odor but a bitter taste. Used primarily as a rodenticide for control of adult Norway rats. Not produced commercially in the U.S.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

1-(1-NAPHTHYL)-2-THIOUREA is incompatible with the following: Strong oxidizers, silver nitrate .

Hazard

Toxic by ingestion

Health Hazard

Moderately toxic: probable oral lethal dose (human) 0.5-5 gm/kg, or between 1 ounce and 1 pint (or l lb.) for 150 lb. person. Chronic sublethal exposure may cause antithyroid activity. Can produce hyperglycemia of three times normal in three hours. People with chronic respiratory disease or liver disease may be especially at risk.

Health Hazard

α-Naphthalene thiourea, a rodenticide, is very toxic and is fatal if swallowed. Exposures to ANTU cause poisoning with symptoms that include, but are not limited to, headache, weakness, dizziness, shortness of breath, cyanosis, blood abnormalities, methemoglobinemia, irritation of the digestive tract, liver and kidney damage, cardiac and CNS disturbances, convulsions, tachycardia, dyspnea, vertigo, tinnitus, weakness, disorientation, lethargy, drowsiness, and fi nally coma and death. The target organs include the blood, kidneys, CNS, liver, lungs, cardiovascular system, and blood-forming organs.

Fire Hazard

Emits sulfur dioxide, oxides of nitrogen, and carbon monoxide fumes upon decomposition. 1-(1-NAPHTHYL)-2-THIOUREA reacts with silver nitrate and strong oxidizers. Avoid decomposing heat.

Safety Profile

Poison by ingestion and intraperitoneal routes. Moderately toxic to humans by an unspecified route. Questionable carcinogen with experimental tumorigenic data. Mutagenic data. A rodenticide used extensively. Death is caused by pulmonary edema. Chronic toxicity has been known to cause dermatitis and a decrease in the white blood cells. When heated to decomposition it emits toxic fumes of NOx and SOx.

Potential Exposure

ANTU or its formulations are used as a rodenticide.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Medical observation is recommended for 24°48 h afterbreathing overexposure, as pulmonary edema may bedelayed. As first aid for pulmonary edema, a doctor orauthorized paramedic may consider administering a corticosteroid spray.

Carcinogenicity

ANTU was not carcinogenic in rodent feeding studies.4 Cases of bladder tumors among rat catchers exposed to ANTU have been attributed to b-naphthylamine, a manufacturing impurity of ANTU. In bacterial assays ANTU induced mutations.

Environmental Fate

Chemical/Physical. The hydrolysis rate constant for ANTU at pH 7 and 25°C was determined to be 8 × 10–5/hour, resulting in a half-life of 361 days (Ellington et al., 1988)
Emits very toxic fumes of nitrogen and sulfur oxides when heated to decomposition (Lewis, 1990)

storage

α-Naphthalene thiourea should be kept stored in a tightly closed container in a locked poison room, in a cool, dry, well-ventilated area away from incompatible substances.

Shipping

UN1651 Naphthylthiourea, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Crystallise ANTU from EtOH. [Beilstein 12 III 2941, 12 IV 3086.]

Toxicity evaluation

ANTU toxicity in the rat is thought to depend on metabolic activation via the hepatic and lung microsomal enzymes. Two important metabolites are formed: ANU and atomic sulfur. ANTU pulmonary toxicity may result, in part, from covalent binding of sulfur or a metabolite containing carbonyl carbon of ANTU to macromolecules of liver and lung microsomes. The covalent binding of atomic sulfur released in the cytochrome P450 monooxygenase-catalyzed metabolism of thiono-sulfur compounds is responsible for monooxygenase activity being inhibited. Damage to liver and possibly lung edema and neoplasia result from the covalent binding of the electrophilic S-oxides, S-dioxides or carbene derivatives of these S-oxides and S-dioxides to tissue macromolecules.
However, it is not known if these metabolites are seen in humans. ANTU is believed to act on certain enzyme systems involving the sulfhydryl group similar to other sulfhydryl inhibitors, such as alloxan, iodoacetamide, and oxophenarsine, which cause pulmonary edema. Hence the mechanism of action of causing pulmonary edema from the toxic effects of these sulfhydryl inhibitors and ANTU is assumed to be similar. Additionally, ANTU-induced lung damage has been linked to the formation of oxygen free radicals produced via the cyclooxygenase pathway. Following exposure to ANTU, there are a number of biochemical events, such as alteration in carbohydrate metabolism, adrenal stimulation, and interaction of the chemical with sulfhydryl groups, but none of these appear to bear any relationship to the observed signs of toxicity.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, silver nitrate.

Waste Disposal

Incinerate in a furnace equipped with an alkaline scrubber. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

Precautions

Workers should use/handle α-naphthalene thiourea with adequate ventilation. During use, dust generation and accumulation should be minimum, and avoid contact with the eyes, skin, and clothing.

1-(1-NAPHTHYL)-2-THIOUREA Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(1-NAPHTHYL)-2-THIOUREA Suppliers

Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
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30123
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T&W GROUP
Tel
021-61551611 13296011611
Fax
+86 21-50676805
Email
contact@trustwe.com
Country
China
ProdList
9895
Advantage
58
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17770
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75
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
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58
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
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80
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
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75
TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
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sales@tciamerica.com
Country
Americas
ProdList
23653
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HBCChem, Inc.
Tel
+1-510-219-6317
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+1-650-486-1361
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sales@hbcchem.com
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United States
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ORGANICA Feinchemie GmbH
Tel
+49 3494636389
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+49 3494637239
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info@organica.de
Country
Germany
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598
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Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
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80

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