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4-Aminosalicylic acid

Product Name
4-Aminosalicylic acid
CAS No.
65-49-6
Chemical Name
4-Aminosalicylic acid
Synonyms
PAS;Apas;Pasa;PASK;4-Asa;Paser;PAS-C;Pasem;STLK3;A 1909
CBNumber
CB9679687
Molecular Formula
C7H7NO3
Formula Weight
153.14
MOL File
65-49-6.mol
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4-Aminosalicylic acid Property

Melting point:
135-145 °C (lit.)
Boiling point:
276.03°C (rough estimate)
Density 
1.3585 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
1.69g/l
pka
3.25(at 25℃)
form 
Powder
color 
Colorless
PH
3.5 (1g/l, H2O, 20℃)
Water Solubility 
2 g/L (20 ºC)
Merck 
14,477
BRN 
473071
CAS DataBase Reference
65-49-6(CAS DataBase Reference)
NIST Chemistry Reference
Aminosalicylic acid(65-49-6)
EPA Substance Registry System
4-Aminosalicylic acid (65-49-6)
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Safety

Hazard Codes 
Xn,Xi,T
Risk Statements 
22-36-36/37/38-45-35-61
Safety Statements 
26-37/39-45-53-36-36/37/39
RIDADR 
UN 1789 8/PG 3
WGK Germany 
2
RTECS 
VO1225000
TSCA 
Yes
HS Code 
29225000
Hazardous Substances Data
65-49-6(Hazardous Substances Data)
Toxicity
LD50 orally in mice: 4 g/kg (Bavin)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A79604
Product name
4-Aminosalicylic acid
Purity
99%
Packaging
5g
Price
$15.2
Updated
2021/03/22
Sigma-Aldrich
Product number
1026401
Product name
Aminosalicylic acid
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$297
Updated
2021/03/22
TCI Chemical
Product number
A0420
Product name
4-Aminosalicylic Acid
Purity
>98.0%(T)
Packaging
25g
Price
$39
Updated
2021/03/22
TCI Chemical
Product number
A0420
Product name
4-Aminosalicylic Acid
Purity
>98.0%(T)
Packaging
100g
Price
$120
Updated
2021/03/22
Alfa Aesar
Product number
B23289
Product name
4-Aminosalicylic acid, 98+%
Packaging
100g
Price
$49
Updated
2021/03/22
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4-Aminosalicylic acid Chemical Properties,Usage,Production

Chemical Properties

beige powder

Originator

Pamisyl,Parke Davis,US,1948

Uses

antimycobacterial antitubercular;NF-kB inhibitor

Uses

An antibiotic used to treat tuberculosis.

Definition

ChEBI: An aminobenzoic acid that is salicylic acid substituted by an amino group at position 4.

Indications

p-Aminosalicylic acid is a bacteriostatic that inhibits most tuberculous mycobacteria. In terms of tuberculostatic activity it is inferior to isoniazid and streptomycin. It is nephroand hepatotoxic, and is rarely used. A synonym of this drug is apacizin.

Manufacturing Process

As described in US Patent 427,564, aminosalicylic acid may be prepared from m-aminophenol by heating with ammonium carbonate in solution under pressure.
Alternatively, aminosalicylic acid may be made from sodium p-aminosalicylate as described in US Patent 2,844,625 as follows: 196 grams of commercial sodium para-aminosalicylate (18.5% H2O) was dissolved in 196 ml of water and 150 ml of isopropanol. 6 grams of sodium bisulfite was dissolved in the solution and the solution filtered. While stirring and keeping the temperature between 25-31°C, seven grams of 85% formic acid and 27.5 grams of 95% sulfuric acid in 150 ml of water was added during 1 ? hours. The mixture was stripped 1 hour longer, cooled to 23°C and filtered. The filter cake was washed with 100 cubic centimeters of water, further washed with 100 cc of 25% isopropanol and 100 cc of water, and vacuum dried to constant weight at 45- 50°C. Weight of p-aminosalicylic acid was 76.5 grams (92.7% yield) exhibiting a bulk density of 47 cc/oz.

brand name

Parasal (Panray); Paser (Jacobus).

Therapeutic Function

Antitubercular

General Description

4-Aminosalicylic acid occurs as a white to yellowish white crystalline solid that darkens on exposure to light or air. It is slightly soluble in water but more soluble in alcohol. Alkali metal salts and the nitric acid salt are soluble in water, but the salts of hydrochloric acid and sulfuric acid are not. The acid undergoes decarboxylation when heated. An aqueous solution has a pH of approximately 3.2. PAS is administered orally in the form of the sodium salt, usually in tablet or capsule form. Symptoms of gastrointestinal irritation are common with both the acid and the sodium salt. Various enteric-coated dosage forms have been used in an attempt to overcome this disadvantage. Other forms that are claimed to improve gastrointestinal tolerance include the calcium salt, the phenyl ester, and a combination with an anion exchange resin (Rezi-PAS). An antacid such as aluminum hydroxide is frequently prescribed. The oral absorption of PAS is rapid and nearly complete, and it is widely distributed into most of the body fluids and tissues, with the exception of the CSF, in which levels are significantly lower.It is excreted primarily in the urine as both unchanged drug and metabolites.

Mechanism of action

p-aminosalicylic acid is thought to act as an antimetabolite interfering with the incorporation of p-aminobenzoic acid into folic acid. When coadministered with INH, PAS is found to reduce the acetylation of INH, itself being the substrate for acetylation, thus increasing the plasma levels of INH. This action may be especially valuable in patients who are rapid acetylators.

Safety Profile

Moderately toxic ingestion andother routes. An eye irritant. Mutation data reported.When heated to decomposition it emits toxic fumes ofNOx.

Chemical Synthesis

p-Aminosalicylic acid, 5-amino-2-hydroxybenzoic acid (34.1.22), is synthesized in a Kolbe reaction, which consists of direct interaction of m-aminophenol with potassium bicarbonate and carbon dioxide while heating at a moderate pressure of 5–10 atm.

Metabolism

p-aminosalicylic acid is extensively metabolized by acetylation of the amino group and by conjugation with glucuronic acid and glycine at the carboxyl group. It is used primarily in cases of resistance, retreatment, and intolerance of other agents and is available from the CDC.

Purification Methods

Crystallise the acid from EtOH. [Beilstein 14 IV 1967.]

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4-Aminosalicylic acid Suppliers

Shanghai Pin Research Chemical Co., Ltd.
Tel
Email
271793832@qq.com
Country
China
ProdList
36
Advantage
58
Shanghai Rlavie Technology Co., Ltd.
Tel
021-67759270-
Fax
QQ:1479352695
Email
vita@rlavie.com
Country
China
ProdList
351
Advantage
55
Wuhan Xinyang Ruihe Chemical Technology Co., Ltd.
Tel
027-83850106-
Email
366443693@QQ.COM
Country
China
ProdList
3199
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Changzhou Sunchem Pharmaceutical Chemical Material Co.,Ltd.
Tel
0519-85195575- ; ;0519-85195565-
Fax
85195585
Email
850305@sunkechem.com;850305@sunkechem.com;850306@sunkechme.com
Country
China
ProdList
88
Advantage
69
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15877
Advantage
69
future industrial shanghai co., ltd
Tel
400-0066-400;021-60496031
Fax
021-55660885
Email
sales@jonln.com;sales@jonln.com
Country
China
ProdList
1999
Advantage
65
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30159
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
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View Lastest Price from 4-Aminosalicylic acid manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
4-Aminosalicylic acid 65-49-6
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-11-09
Wuhan wingroup Pharmaceutical Co., Ltd
Product
4-Aminosalicylic acid 65-49-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99.9%
Supply Ability
100MT/Month
Release date
2021-07-09
Shanghai Rlavie Technology Co ltd
Product
4-Aminosalicylic acid 65-49-6
Price
US $0.00/Kg/Drum
Min. Order
1g
Purity
98%minHPLC
Supply Ability
15Tons/month
Release date
2021-11-09

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