N-[4-(trifluoromethyl)phenyl](ethylsulfanyl)methanimidamide hydrochloride

• ChemBase ID: 131292
• Molecular Formular: C10H12ClF3N2S
• Molecular Mass: 284.7288896
• Monoisotopic Mass: 284.03618173
• SMILES: CCSC(=N)Nc1ccc(cc1)C(F)(F)F.Cl
• Canonical SMILES: CCSC(=N)Nc1ccc(cc1)C(F)(F)F.Cl
• InChI: InChI=1S/C10H11F3N2S.ClH/c1-2-16-9(14)15-8-5-3-7(4-6-8)10(11,12)13;/h3-6H,2H2,1H3,(H2,14,15);1H
• InChIKey: UVJQIYZYQQKIAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(trifluoromethyl)phenyl](ethylsulfanyl)methanimidamide hydrochloride
• IUPAC Traditional name: N-[4-(trifluoromethyl)phenyl]ethylsulfanylmethanimidamide hydrochloride
• Synonyms: S-Ethyl-N-[4-(trifluoromethyl)phenyl]isothiourea; TFPI hydrochloride; ETPI HCl; S-Ethyl N-[4-Triflurormethyl)phenyl]isothio Urea, Hydrochloride

Database IDs

• CAS Number: 163490-78-6
• MDL Number: MFCD01320531
• PubChem SID: 162225570
• PubChem CID: 2733516

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.7981482
• LogD (pH = 7.4): 3.3202772
• Log P: 3.728417
• Molar Refractivity: 72.0838 cm^3
• Polarizability: 21.89673 Å^3
• Polar Surface Area: 35.88 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 126-127°C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

DETAILS

Sigma Aldrich - T7188

Biochem/physiol Actions
NOS inhibitor selective for neuronal isoform; Ki = 0.32 mM

Toronto Research Chemicals - E930500

A selective inhibitor of nNOS (NOS I) relative to iNOS (NOS II) (115-fold) and eNOS (NOS III) (29-fold). It also binds competitively with L-Arginine.

REFERENCES

• Shearer, B.G., et al.: J. Med. Chem., 40, 12, 1901 (1997)