5-Nitrosalicylic acid
Description
3-Amino-5-nitrosalicylic acid is an aromatic compound. It is produced when 3,5-dinitrosalicylic acid reacts with a reducing sugar. In this reaction, the 3-amino group is replacing a nitrate group.
SGRL impurity N product with CAS: 96-97-9 is also known as 2-hydroxy-5-nitrobenzoic acid; 5-Nitrosalicylic Acid. This product can be used as a working standard or secondary reference standard (additional internal validation as per respective FDA regulations/guidelines may require). Mesalamine impurity N is used in sgrl impurity profiling as per limits and threshold values specified by respective drug legislation, FDA, and pharmacopoeial guidelines during commercial production of Mesalamine and its related formulations. Moreover, 2-hydroxy-5-nitrobenzoic acid is also used in the process of Abbreviated New Drug Application (ANDA) filing to FDA and toxicity study of respective drug formulation. Please also find out other impurities of Mesalamine developed in our R&D.
5-Nitrosalicylic acid structure
CAS No:
96-97-9
Formula:
C7H5NO5
Synonyms:
Benzoic acid,2-hydroxy-5-nitro-;Salicylic acid,5-nitro-;2-Hydroxy-5-nitrobenzoic acid;Anilotic acid;5-Nitro-2-hydroxybenzoic acid;5-Nitrosalicylic acid;NSC 175998;NSC 183
Categories:
Pharmaceutical Intermediates > Anti-inflammatory Agents
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Description
yellow powder
5-nitrosalicylic acid is a monohydroxybenzoic acid in which the hydroxy group is ortho- to the carboxylic acid group and which has a nitro substituent para- to the phenolic hydroxy group. It is a monohydroxybenzoic acid and a member of 4-nitrophenols. It is a conjugate acid of a 5-nitrosalicylate.
Basic Attributes
Molecular Weight：
183.12
Exact Mass：
183.12
BRN：
2213719
EC Number：
202-548-8
UNII：
82L9G7FYZ3
NSC Number：
183
DSSTox ID：
DTXSID2059142
Characteristics
PSA：
103
XLogP3：
2.3
Appearance：
Clear yellow-beige to orange-brown Liquid
Density：
1.654 g/cm3 @ Temp: 13.5 °C
Melting Point：
229.5 °C
Boiling Point：
316.77°C (rough estimate)
Flash Point：
183.9±15.0 °C
Refractive Index：
1.664
Water Solubility：
H2O: soluble in water (14 g/L) (25°C).
Storage Conditions：
Storage temperature: no restrictions.
Safety Information
Transport codes：
NONH for all modes of transport
wgk germany：
3
hazard class code：
36/37/38
safety instructions：
26-36-37/39
Marks：
Xi
Hazard note：
Irritant
Stability/Shelf Life：
Stable under normal temperatures and pressures.
Precautionary statement(s)：
P261-P305 + P351 + P338
Hazard Statements：
H315-H319-H335
GHS Classification：
|Warning|H315 (98.21%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 63 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Use and Manufacturing
Methods of Manufacturing
It is obtained by nitration of salicylic acid with nitric acid.
Uses
Intermediate of malaxazine.
Manufacturing Info：
Benzoic acid, 2-hydroxy-5-nitro-: ACTIVE
Computed Properties
Molecular Weight:183.12
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:183.01677226
Monoisotopic Mass:183.01677226
Topological Polar Surface Area:103
Heavy Atom Count:13
Complexity:223
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Chemical Properties
CAS Number 831-51-6
EINECS Number 212-602-2
IUPAC Name 3-Amino-2-hydroxy-5-nitrobenzoic Acid
InChI 1S/C7H6N2O5/c8-5-2-3(9(13)14)1-4(6(5)10)7(11)12/h1-2,10H,8H2,(H,11,12)
InChIKey JFTUSFFYSRNFBA-UHFFFAOYSA-N
Molar Mass 198.13294 g/mol
Molecular Formula C7H6N2O5
Synonyms Benzoic acid,3-amino-2-hydroxy-5-nitro-;Salicylicacid, 3-amino-5-nitro-;3-Amino-2-hydroxy-5-nitrobenzoic Acid;3-Amino-5-nitrosalicylic Acid;Pin 420
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This product can be used as a working standard or secondary reference standard. Additional internal validation as per respective FDA regulations/guidelines may require. This product provided by SynThink is generally used for Abbreviated New Drug Application (ANDA) filing to FDA, toxicity study of respective drug formulation, Quality Control (QC) and analytical studies during commercial production of the API]. Please also find out process impurities, degradation impurities, potential impurities of related api/drug developed by our R&D.
Products provide by SynThink are for research and development (R&D) use only
3,5-Dichlorosalicylic acid is a proton donor that is used to inhibit the 5-nitrosalicylic acid chain reaction. It has a high binding constant with the chlorine atom and can be used as a competitive inhibitor for the binding of 5-nitrosalicylic acid to its target enzyme. 3,5-Dichlorosalicylic acid inhibits the polymerase chain reaction by binding to DNA. This chemical also has biological properties that are similar to those of salicylic acid, including anti-inflammatory activities. 3,5-Dichlorosalicylic acid is not an effective anti-cancer agent because it does not form intramolecular hydrogen bonds or hydrogen bond interactions with DNA bases.
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