CAS 4570-41-6 2-Aminobenzoxazole (HCID 20707)

Names & identifiers

Preferred name: 2-Aminobenzoxazole
IUPAC: 1,3-benzoxazol-2-amine
English name: Pramipexole Impurity 14
Molecular formula: C7H6N2O
Molecular weight: 134.14

Names & synonyms

2-AminobenzoxazoleRefChem:853654570-41-61,3-Benzoxazol-2-amineBENZO[D]OXAZOL-2-AMINEBenzooxazol-2-ylamine2-BenzoxazolamineBenzoxazol-2-amineBENZOXAZOLE, 2-AMINO-benzoxazole, 2-aminoMFCD00182850aminobenzoxazole

Show more names

Pramipexole impurityBI-II786BSCompound PDK02252-amino-benzoxazolBenzoxazole-2-amine

Pramipexole Impurity 212-aminobenzoxazolEINECS 224-952-3NSC26184SCHEMBL950211,3-Benzoxazol-2-amine #2-Aminobenzoxazole, >=97.0%NSC-26184

Database identifiers

CAS: 4570-41-6
PubChem CID: 20707
DTXSID: DTXSID90196603
EC Number: 224-952-3
Nikkaji: J41.895A

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 52.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 129

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

LogP2.01

Physicochemical properties

Melting point: 128 · 128-133℃
Boiling point: 247.23 °C · 247.23°C (rough estimate)
Density: 1.2296 · 1.2296 (rough estimate)
refractive index: 1.588 · 1.5880 (estimate)
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Solid
pka: 2.75 · 2.75±0.10(Predicted)
color: Off-White to Light Brown
BRN: 115981 · 115981
InChI: InChI=1S/C7H6N2O/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H,(H2,8,9)
InChIKey: JPBLHOJFMBOCAF-UHFFFAOYSA-N
SMILES: O1C2=CC=CC=C2N=C1N
EWG's Food Scores: 1 · 1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
target organs: Respiratory system
Hazard Codes: Xi,Xn
Risk Statements: 22 · 22-36/37/38-52
Safety Statements: 26 · 26
WGK Germany: 3 · 3
RTECS: 4500000 · DM4500000
HazardClass: IRRITANT
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

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 44 reports by companies from 7 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

wgk: 3
rtecs: DM4500000
hs_code: 29349990
risk_code: 22-36/37/38-52
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 1 item

Uses2-Aminobenzoxazole and its isothiocyanate derivatives are used as antihelminthic agents, and its fluorescence properties make it of use in the dye industry. It is also used as a reagent to synthesize N-benzothiazolyl-2-arylacetamide derivatives, Protein Kinase 1 inhibitors that can be used to treat amyotrophic lateral sclerosis.

Preparation methods · 1 item

Preparation2-Aminophenol (0.1 mol, 10.9 g) was liquefied in methanol (100 mL) and cooled to 5°C by adding crushed ice. A cold suspension of cyanogen bromide (0.1 mol, 10.5 g) in water (100 mL) was added with rapid stirring over 5 minutes. The reaction mixture was stimulated/stirred at room temperature for 1 hour, followed by the addition of solid sodium bicarbonate (0.1 mol, 8.4 g) in portions over 1.5 hours to adjust the pH to 6.5–7.0. Stirring continued over the next hour. The resulting solid compound, Pramipexole Impurity 14, was separated by filtration, washed with cold water, and recrystallized from ethanol, with a yield of 95%.