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5-Hydroxynicotinic acid

5-Hydroxynicotinic acid structure

CAS No:
27828-71-3
Formula:
C6H5NO3
Chemical Name:
5-Hydroxynicotinic acid
Synonyms:
3-Pyridinecarboxylic acid,5-hydroxy-;Nicotinic acid,5-hydroxy-;5-Hydroxy-3-pyridinecarboxylic acid;5-Hydroxynicotinic acid;5-Hydroxypyridine-3-carboxylic acid;NSC 606891;3-Hydroxypyridin-5-ylcarboxylic acid
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

White to off-white to yellow solid

5-Hydroxynicotinic acid is an aromatic carboxylic acid and a member of pyridines.

5-Hydroxynicotinic acid Basic Attributes

Molecular Weight：

139.11

Exact Mass：

139.11

NSC Number：

606891

DSSTox ID：

DTXSID50182143

HScode：

2933399090

Characteristics

PSA：

70.4

XLogP3：

Density：

1.5±0.1 g/cm3

Melting Point：

299 °C (decomp)

Boiling Point：

519.3°C at 760 mmHg

Flash Point：

267.9±25.9 °C

Refractive Index：

1.626

Storage Conditions：

Keep Cold

Vapor Pressure：

1.3E-11mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-37/39

RTECS Number：

QT1757500

Marks：

Hazard note：

Harmful/Irritant/Keep Cold

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): 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 47 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

5-hydroxy-3-pyridinecarboxylic acid

5-Hydroxynicotinic acid Use and Manufacturing

Methods of Manufacturing

Stage A: 5-hydroxynicotinic acidTo 10.1 g (0.05 mol) of 5-bromonicotinic acid was added 1O g of NaOh dissolved in 63 mL of water, 3.1 g of coppersulfate pentahydrate and 0.42 g of copper (0). The reaction mixture was vigorously stirred and heated under reflux for 30 hours. After cooling the mixture to room temperature, 4.8 g of NaA mixture of HL-OH (8mg), PbCl2 (25mg) was putted in CH3CN (2.5mL) and H2O (1.5mL), which was further added 0.1mL of NaOH (0.1M). The resultant mixture was heated at 100C for 4 days in a sealed Telfon-lined stainless steel vessel. After it was slowly cooled down to room temperature, yellow block crystals with good quality can be achieved in a 63% yield based on HL-OH. Anal. Calcd for C6H3O3NCl2Pb2: C, 11.6; H, 0.5; N, 2.3%. Found: C, 11.3; H, 0.4; N, 2.2%.A suspension of 81 g (0.583 mol) of acid 4 and 89.1 g (0.550 mol) of CDI 13 in 600 mL of toluene was prepared in a 2-L flask equipped with a mechanical stirrer and reflux condenser stopped with CaCl2 drying tube. The suspension was heated to 60-65 C (bath temperature) and stiired at this temperature for 30 min and, after bath temperature was elevated to 80-85 C, a solution of 176 g (0.867 mol) of diethyl L-glutamate 14 in 200 mL of toluene was added in one portion. The reaction mixture was stirred at 80-85 C for 1 h and then concentrated at 60 C in a vacuum of 20 mmHg to obtain 345 g of a raw product.

Uses

A nicotinic acid analog with potential inhibitory effect on the metabolism nicotinic acid by human platelets. Used in the investigation of the hydroxylation mechanism of the flaovoprotein 2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase (MHPCO).

Computed Properties

Molecular Weight:139.11
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:139.026943022
Monoisotopic Mass:139.026943022
Topological Polar Surface Area:70.4
Heavy Atom Count:10
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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5-Hydroxynicotinic acid CAS:27828-71-3

CAS No.: 27828-71-3

Grade: Industrial Grade

Content: 98%

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