Structure via PubChem · Public domain (PubChem)
ANTU
Sign in to saveAlso known as α-Naphthyl thiocarbamide, 1-Naphthyl thiourea, α-Naphthyl thiourea, 1-(1-naphthyl)-2-thiourea, 1-Naphthalenylthiourea, alpha-Naphthothiourea, Alphanaphthyl thiourea, alpha-Naphthylthiocarbamide
Chemical data
- Formula
- C11H10N2S
- Molecular weight
- 202.28 g/mol
- IUPAC name
- naphthalen-1-ylthiourea
- SMILES
- C1=CC=C2C(=C1)C=CC=C2NC(=S)N
- InChIKey
- PIVQQUNOTICCSA-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 70.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
288 papers- Chrysin ameliorates ANTU-induced pulmonary edema and pulmonary arterial hypertension via modulation of VEGF and eNOs.Journal of biochemical and molecular toxicology · 2019
- 1-Naphthylthiourea (ANTU).IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1983
- Equine antu poisoning.Veterinary medicine · 1948
- Stimulated pulmonary cell hyperplasia underlies resistance to alpha-naphthylthiourea.Toxicology · 2000
- Pinealectomy and melatonin administration in rats: their effects on pulmonary edema induced by α-naphthylthiourea.Drug and chemical toxicology · 2023
via PubMed
Wikidata facts
- Mass
- 202.056469
- Has use
- rodenticide
Show 12 more facts
- melting point
- 388
- chemical formula
- C₁₁H₁₀N₂S
- canonical SMILES
- C1=CC=C2C(=C1)C=CC=C2NC(=S)N
- NIOSH Pocket Guide ID
- 0037
- immediately dangerous to life or health
- 100
- solubility
- 0.06
- time-weighted average exposure limit
- 0.3
- median lethal dose (LD50)
- 700
- minimal lethal dose
- 588
- short-term exposure limit
- 0.6
- has characteristic
- bitterness
- Commons category
- 1-Naphthylthiourea
via Wikidata · CC0
~9 min read
Encyclopedic overview
7 sectionsContents
- Synthesis
- Mechanism of action
- Toxicity
- Effects on animals
- Metabolism
- History
- References
α-Naphthylthiourea (ANTU) is an organosulfur compound with the formula C10H7NHC(S)NH2. This a white, crystalline powder although commercial samples may be off-white. It is used as a rodenticide and as such is fairly toxic. Naphthylthiourea is available as 10% active baits in suitable protein- or carbohydrate-rich materials and as a 20% tracking powder.
==Synthesis== Like other thioureas, ANTU can be prepared by several routes. The usual method is the reaction of 1-naphthylamine hydrochloride with ammonium thiocyanate: [C10H7NH3]Cl + NH4SCN → C10H7NHC(S)NH2 + NH3 + HCl It is produced from the reaction of 1-naphthyl isothiocyanate with ammonia. C10H7NCS + NH3 → C10H7NHC(S)NH2
Excerpted from Wikipedia’s “ANTU” article, available under the CC BY-SA 4.0 licence.