2-Amino-3,5-dibromopyrazine (HCID 620004)

Names & identifiers

Preferred name: 2-Amino-3,5-dibromopyrazine
IUPAC: 3,5-dibromopyrazin-2-amine
English name: 2-Amino-3,5-dibromopyrazine
Molecular formula: C4H3Br2N3
Molecular weight: 252.89

Names & synonyms

2-Amino-3,5-dibromopyrazine24241-18-7DTXSID50347316RefChem:463598DTXCID40298388628-514-63,5-dibromopyrazin-2-amine3,5-Dibromo-2-pyrazinamineAmino-3,5-dibromopyrazine3,5-Dibromopyrazin-2-ylamineMFCD006731503,5-Dibromopyrazine-2-ylamine

Show more names

2-AMINO-3,5-DIBROMOPYRAZIN2-Amino-3,5-dibromop3,5-dibromo-2-aminopAlprostadil Impurity 165-dibromo-2-aminopyrazine

2,6-dibromopyrazin-3-amine3,5-DIBROMO-2-AMINOPYRAZINE2-Amino-3,5-dibromopyrazine;2-Amino-3,5-dibromopyrazinePyrazinamine, 3,5-dibromo-3,5-dibromopyrazine-2-amine2-amino-3,5-dibromo pyrazine2-amino-dibromopyrazineSCHEMBL41047

Database identifiers

CAS: 24241-18-7
PubChem CID: 620004
DTXSID: DTXSID50347316
EC Number: 628-514-6
Nikkaji: J1.282.790C

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 51.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 99.8

Physicochemical properties

Melting point: 114 · 114-117 °C (lit.)
Boiling point: 294.6 · 294.6±35.0 °C(Predicted)
Density: 2.287 · 2.287±0.06 g/cm3(Predicted)
storage temp.: 2 · Keep in dark place,Inert atmosphere,2-8°C
solubility: soluble in Methanol
pka: 0.81 · 0.81±0.10(Predicted)
form: Powder
color: Yellow to brown
InChI: InChI=1S/C4H3Br2N3/c5-2-1-8-4(7)3(6)9-2/h1H,(H2,7,8)
InChIKey: DTLBKXRFWUERQN-UHFFFAOYSA-N
SMILES: C1(N)=NC=C(Br)N=C1Br
CAS DataBase Reference: 24241 · 24241-18-7(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 5 · GHS05,GHS06,GHS07
Signal word: Danger
Hazard statements: 301 · H301-H315-H318-H335-H319
Precautionary statements: 280 g-P261-P280-P301+P310-P305+P351+P338-P264-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 · P280g-P261-P280-P301+P310-P305+P351+P338-P264-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 22 · 22-37/38-41
Safety Statements: 26 · 26-36/39
RIDADR: 2811 · UN 2811 6.1/PG 3
WGK Germany: 3 · 3
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29339900 · 29339900
Storage Class: 6.1 D · 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
Hazard Classifications: 3 OralEye · Acute Tox. 3 OralEye Dam. 1Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (80.4%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 15-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33599

Hazard Classes and CategoriesAcute Tox. 3 (80.4%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
ridadr: UN 2811 6.1/PG 3
hs_code: 29339900
risk_code: 22-37/38-41
Signal word: Danger
Symbol(GHS): GHS05,GHS06,GHS07
hazard_code: Xn,Xi
safety_code: 26-36/39
hazard_class: 6.1
Storage Class: 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
packing_group: III
target organs: Respiratory system
Hazard statements: H301-H315-H318-H335-H319
REACH Registrations: Active
Hazard Classifications: Acute Tox. 3 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements: P280g-P261-P280-P301+P310-P305+P351+P338-P264-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 3 items

Uses2-Amino-3,5-dibromopyrazine is used in the preparation of conjugated polymers for neurotoxin detection. 2-Amino-3,5-dibromopyrazine is an intermediate in the preparation of rho kinase (ROCK) inhibitor s.

Uses2-Amino-3,5-dibromopyrazine may be used in the synthesis of:2-amino-5-bromopyrazin-3-thiol2-amino-3,5-bis(p-methoxyphenyl)-1,4-pyrazine3,7-dihydroimidazo[1,2a]pyrazine-3-ones

General Description2-Amino-3,5-dibromopyrazine can be synthesized from 2-aminopyrazine via bromination using N-bromosuccinimide (NBS). It reacts with sodium dicyanocuprate to form a mixture of mono and dicyanation products. The formation of 2-aminothiazolopyrazines by reacting 2-amino-3,5-dibromopyrazine with isothiocyanates has been reported.