Pyrithiamine bromide hydrobromide
Basic information
- CAS
534-64-5- Standard SMILES
Br.Cc1ncc(C[n+]2cccc(CCO)c2C)c(N)n1.[Br-]- InChIKey
DMVBWVASDWGFNH-UHFFFAOYSA-M- Molecular formula
- C14H20Br2N4O
- Average molar mass
- 420.14 g/mol
- Monoisotopic mass
- 418.00039
Overview
A thiamine antagonist due to its inhibition of thiamine pyrophosphorylation. It is used to produce thiamine deficiency.
Names & identifiers
- Preferred name
- Pyrithiamine bromide hydrobromide
- IUPAC
- 2-[1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-methylpyridin-1-ium-3-yl]ethanol;bromide;hydrobromide
- English name
- Neopyrithiamine hydrobromide
- Molecular formula
- C14H20Br2N4O
- Molecular weight
- 420.14
Names & synonyms
PYRITHIAMINENeopyrithiaminePyrithiamine bromide hydrobromideDTXSID809680585JB3029BJ7NSC-400971Pyridinium, 1-((4-amino-2-methyl-5-pyrimidinyl)methyl)-3-(2-hydroxyethyl)-2-methyl-, bromide, monohydrobromideHeterovitamin B 1CHEBI:722901, Heterovitamin BB 1, Heterovitamin2-(1-((4-amino-2-methylpyrimidin-5-yl)methyl)-2-methylpyridin-1-ium-3-yl)ethanol
Show more names
PyrithiaMin HydrobroMideNeopyrithiamine hydrobromideNeopyrithiaminehydrobromideappox.PyrithiaMine hydrobroMide ~95%, crystalline1-(4-ammonio-2-methylpyrimidin-5-yl)-3-(2-hydroxyethyl)-2-methylpyridinium dibromide1-([4-amino-2-methyl]-5-pyrimidylmethyl)-2-methyl-3-(β-hydroxyethyl)pyridinium bromide
RefChem:424809DTXCID001395646208-604-8534-64-5Pyrithiamine hydrobromidePyrithiaminPyrithiamine (hydrobromide)MFCD00058193
Properties
Computed structural properties
- Topological polar surface area
- 75.9 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 276
Physicochemical properties
- Melting point
- 247 °C · 247 °C
- storage temp.
- 2 · 2-8°C
- solubility
- Methanol (Slightly, Heated), Water (Slightly)
- form
- crystalline
- color
- off-white to yellow
- InChI
- 1S/C14H19N4O.2BrH/c1-10-12(5-7-19)4-3-6-18(10)9-13-8-16-11(2)17-14(13)15;;/h3-4,6,8,19H,5,7,9H2,1-2H3,(H2,15,16,17);2*1H/q+1;;/p-1
- InChIKey
- DMVBWVASDWGFNH-UHFFFAOYSA-M
- SMILES
- Br.[Br-].Cc1ncc(C[n+]2cccc(CCO)c2C)c(N)n1
- FDA UNII
- 5 JB3029BJ7 · 5JB3029BJ7
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332
- Precautionary statements
- 261 · P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
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, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 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
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- risk_code
- 20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302+H312+H332
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
- Precautionary statements
- P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033)
Applications
UsesThiamine (T344185) antagonist. Thiamine (T344185) analog.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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