HOAt (HCID 181649)｜Huagongshe

Names & identifiers

Preferred name: HOAt
IUPAC: 3-hydroxytriazolo[4,5-b]pyridine
English name: HOAt
Molecular formula: C5H4N4O
Molecular weight: 136.11

Names & synonyms

1-Hydroxy-7-azabenzotriazole39968-33-7HOAt7-Aza-1-hydroxybenzotriazoleTX8XYH09H0RefChem:433155433-840-5609-760-33H-[1,2,3]triazolo[4,5-b]pyridin-3-ol3-hydroxytriazolo[4,5-b]pyridine3H-1,2,3-Triazolo[4,5-b]pyridine, 3-hydroxy-MFCD00210053

Show more names

HO-EPCP1-Hydroxy-7-azabenzo1-Hydroxy-7-azabenotriazoleN-Hydroxy-7-azobenzotriazole1-Hydroxy-7-azabenzotriazole (HOAt)3H-[1,2,3]triazolo[4,5-b]pyridin-3-ol(SALTDATA: FREE)

57115-46-51-hydroxyl-7-azabenzotriazole3H-(1,2,3)triazolo(4,5-b)pyridin-3-olHOAT solution1,2,3-triazolo[5,4-b]pyridin-3-ol[1,2,3]Triazolo[4,5-b]pyridin-3-olHOAt 1-Hydroxy-7-azabenzotriazole3H-1,2,3-triazolo[4,5-b]pyridine-3-ol

Database identifiers

CAS: 39968-33-7
PubChem CID: 181649
DTXSID: DTXSID0075239
UNII: TX8XYH09H0
EC Number: 433-840-5、609-760-3
Nikkaji: J658.842E

Properties

Computed structural properties

XLogP: 0.5
Topological polar surface area: 63.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 131

Physicochemical properties

Melting point: 213 · 213-216°C
Boiling point: 250.36 °C · 250.36°C (rough estimate)
Density: 0.973 g/mL · 0.973 g/mL at 20 °C
refractive index: 20 · n20/D 1.441
Flash point: 213 · 213-216°C
storage temp.: Store at RT.
solubility: 6.8 mg/mL · >6.8mg/mL in DMSO
form: Powder
pka: 5.85 · 5.85±0.58(Predicted)
color: White to yellow
Decomposition: 213 · 213-216 ºC
Major Application: peptide synthesis
InChI: InChI=1S/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H
InChIKey: FPIRBHDGWMWJEP-UHFFFAOYSA-N
SMILES: C12N(O)N=NC1=CC=CN=2
CAS DataBase Reference: 39968 · 39968-33-7(CAS DataBase Reference)
FDA UNII: 8 XYH09H0 · TX8XYH09H0
EPA Substance Registry System: 3 H-1,2,3-Triazolo[4,5-b]pyridine, · 3H-1,2,3-Triazolo[4,5-b]pyridine, 3-hydroxy- (39968-33-7)
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 1 · GHS01,GHS07
Signal word: Warning
Hazard statements: 302 · H302-H204-H319-H315
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501-P210-P240-P250-P280-P370+P380-P372-P373-P374-P401-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: T,Xi,F,Xn,E
Risk Statements: 61 · 61-20/21-36-5-36/37/38-11-41-37/38-22-2-36/37
Safety Statements: 53 · 53-45-37/39-26-16-39-35-36-36/37-28-15
RIDADR: 1993 · UN 1993 3/PG 3
WGK Germany: 1 · 1
HazardClass: IRRITANT
PackingGroup: Ⅱ
HS Code: 29332990 · 29332990
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Irrit. 2Flam. Liq. 3Repr. 1B

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H204 (95.8%): Fire or projection hazard [Warning Explosives]；H301 (24.1%): Toxic if swallowed [Danger Acute toxicity, oral]；H302 (72.3%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (24.7%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H319 (75.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (26.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P210, P230, P234, P236, P240, P250, P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P380+P375, P401, P403+P233, P405, P501, and P503 (click each P-code to see the statement)

Aggregated GHS information provided per 166 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationStatus: Active Update: 15-12-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/12962

Hazard Classes and CategoriesExpl. 1.4 (95.8%)；Acute Tox. 3 (24.1%)；Acute Tox. 4 (72.3%)；Skin Irrit. 2 (100%)；Eye Dam. 1 (24.7%)；Eye Irrit. 2 (75.3%)；STOT SE 3 (26.5%)

Regulatory information

Regulatory InformationStatus: Active Update: 15-12-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/12962

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 1
ridadr: UN 1993 3/PG 3
hs_code: 29332990
risk_code: 61-20/21-36-5-36/37/38-11-41-37/38-22-2-36/37
Signal word: Warning
Symbol(GHS): GHS01,GHS07
hazard_code: T,Xi,F,Xn,E
safety_code: 53-45-37/39-26-16-39-35-36-36/37-28-15
hazard_class: IRRITANT
Storage Class: 3 - Flammable liquids
packing_group: Ⅱ
Hazard statements: H302-H204-H319-H315
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Irrit. 2Flam. Liq. 3Repr. 1B
Precautionary statements: P264-P270-P301+P312-P330-P501-P210-P240-P250-P280-P370+P380-P372-P373-P374-P401-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Applications · 3 items

DescriptionHOAt (also known as 1-Hydroxy-7-azabenzotriazole) is a benzotriazole compound commonly used as a coupling reagent for amino acids and peptides. HOAt is also used as a solid-phase synthesis reagent for chiral peptide nucleic acids.

Uses1-Hydroxy-7-azabenzotriazole can be used as antibacterial, anti-aging and flame-retardant dendritic polyacrylate emulsion.

General DescriptionHOAt is a commonly used peptide bond forming agent that may become an impurity in drug synthesis, but is not mutagenic. HOAt can be used for peptide fragment polycondensation and can also inhibit the racemization of peptide polycondensation.