Basic information
- CAS
25445-77-6- Standard SMILES
c1ccc(-c2csnn2)cc1- InChIKey
AWPNFXRMNNPKDW-UHFFFAOYSA-N- Molecular formula
- C8H6N2S
- Average molar mass
- 162.21 g/mol
- Monoisotopic mass
- 162.02516937
Names & identifiers
- Preferred name
- 4-Phenyl-1,2,3-thiadiazole
- IUPAC
- 4-phenylthiadiazole
- English name
- 4-Phenyl-1,2,3-thiadiazole
- Molecular formula
- C8H6N2S
- Molecular weight
- 162.21
Names & synonyms
4-Phenyl-1,2,3-thiadiazoleDTXSID50296830RefChem:526306DTXCID90247967636-735-425445-77-64-phenylthiadiazole4-Phenyl-[1,2,3]thiadiazoleMFCD000872321,2,3-Thiadiazole, 4-phenyl-NSC-111906phenyl-thiadiazole
Show more names
BUTTPARK 91\16-704-Phenyl-1,2,3-thiadiazole ,98%
phenyl-thiadi-azoleNSC111906Maybridge3_0060654-Phenyl-1,3-thiadiazoleCambridge id 5303154SCHEMBL69349SCHEMBL145038SCHEMBL657281
Database identifiers
- CAS
25445-77-6- PubChem CID
- 270010
- DTXSID
DTXSID50296830- ChEMBL
CHEMBL341811- UNII
- 59C6U63QG5
- EC Number
- 636-735-4
- Nikkaji
- J101.452H
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 54 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 123
Experimental & physicochemical properties
LogP2.42
Physicochemical properties
- Melting point
- 78 °C · 78°C
- Boiling point
- 100 °C · 100°C 1,5mm
- Density
- 1.241 · 1.241±0.06 g/cm3(Predicted)
- Flash point
- 100 °C/1.5mm · 100°C/1.5mm
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 3 mg/ml; · DMF: 3 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
- form
- A crystalline solid
- pka
- -4.23 · -4.23±0.22(Predicted)
- BRN
- 119480 · 119480
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, 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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- hs_code
- 29420000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
DescriptionCytochrome P450 (CYP450) enzymes are a superfamily of oxidative catalysts important in the biosynthesis and metabolism of a wide range of endogenous molecules as well as the metabolism of xenobiotics. For example, CYP2B4 metabolizes substituted amines, CYP2E1 metabolizes various alcohols and halogenated alkenes, and CYP1A2 catalyzes the oxygenation of aromatic compounds and polycyclic hydrocarbons. 4-phenyl-1,2,3-Thiadiazole is, at 100 μM, a selective inhibitor of certain CYP450 enzymes (CYP2B4, CYP2E1), but not others (CYP1A2), with inactivation occurring in a mechanism-based manner. 1,2,3-Thiadiazole compounds and their derivatives, including 4-phenyl-1,2,3-thiadiazole, are also commonly used as fungicides, herbicides, and plant growth regulators.
Uses4-Phenyl-1,2,3-thiadiazole is an CYP2B4 and CYP2E1 inhibitor. 4-Phenyl-1,2,3-thiadiazole inhibits the oxidation of 1-phenylethanol to acetophenone by CYP2B4 and CYP2E1[1].
Upstream & downstream products
Upstream raw materials
Suppliers22 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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