Basic information
- Standard SMILES
O=C(O)c1cccc2nc3ccccc3nc12- InChIKey
JGCSKOVQDXEQHI-UHFFFAOYSA-N- Molecular formula
- C13H8N2O2
- Average molar mass
- 224.21 g/mol
- Monoisotopic mass
- 224.0585775
Overview
Phenazine-1-carboxylic acid is an aromatic carboxylic acid that is phenazine substituted at C-1 with a carboxy group. It has a role as an antimicrobial agent, an antifungal agent and a bacterial metabolite. It is a monocarboxylic acid, an aromatic carboxylic acid and a member of phenazines. It is a conjugate acid of a phenazine-1-carboxylate.
Names & identifiers
- Preferred name
- 1-Phenazinecarboxylic acid
- IUPAC
- phenazine-1-carboxylic acid
- English name
- Phenazine-1-carboxylic acid
- Molecular formula
- C13H8N2O2
- Molecular weight
- 224.21
Names & synonyms
Show more names
Database identifiers
- CAS
2538-68-3- PubChem CID
- 95069
- DTXSID
DTXSID30180026- ChEMBL
CHEMBL463686- ChEBI
CHEBI:62412- EC Number
- 807-831-5
- Nikkaji
- J34.545H
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 63.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 308
Physicochemical properties
- Melting point
- 242 · 242-244℃
- Boiling point
- 494.6 · 494.6±10.0 °C(Predicted)
- Density
- 1.431 · 1.431±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly, Heated)
- pka
- 2.15 · 2.15±0.30(Predicted)
- form
- Solid
- color
- Brown to Orange-Brown
- InChI
- InChI=1S/C13H8N2O2/c16-13(17)8-4-3-7-11-12(8)15-10-6-2-1-5-9(10)14-11/h1-7H,(H,16,17)
- InChIKey
- JGCSKOVQDXEQHI-UHFFFAOYSA-N
- SMILES
- C1(C(O)=O)C2C(=NC3C(N=2)=CC=CC=3)C=CC=1
- Symbol(GHS)
- 6 · GHS06,GHS08,GHS09
- Signal word
- Danger
- Hazard statements
- 301 · H301+H331-H373-H410
- Precautionary statements
- 501 · P501-P273-P260-P270-P271-P264-P391-P314-P301+P310+P330-P304+P340+P311-P403+P233-P405
- Hazard Codes
- Xi
- HS Code
- 2917399590 · 2917399590
- Toxicity
- 50 intraperitoneal · LD50 intraperitoneal in mouse: 400mg/kg
Safety & regulation
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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Safety data
- hs_code
- 2917399590
- Toxicity
- LD50 intraperitoneal in mouse: 400mg/kg
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08,GHS09
- hazard_code
- Xi
- Hazard statements
- H301+H331-H373-H410
- Precautionary statements
- P501-P273-P260-P270-P271-P264-P391-P314-P301+P310+P330-P304+P340+P311-P403+P233-P405
Chemistry & industry
Applications
UsesTubermycin B (1-phenazinecarboxylic acid) is a simple phenazine produced by several species of Pseudomonas and Actinomycetes. Tubermycin B is a weakly active antibacterial compound that plays a role in the biocontrol of plant diseases by several Pseudomonas strains. Tubermycin B and related phenazines are important dereplication standards in discovery research to eliminate leads due to high amounts of weakly potent actives.
UsesA microorganism based antimicrobial with high efficiency, low toxicity and good environmental compatibility. A key effective component of the pesticide M18.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Additional notes
DefinitionChEBI: An aromatic carboxylic acid that is phenazine substituted at C-1 with a carboxy group.
Related reactions
No reaction records under the current filter.
Linked notes
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