CAS No.5728-52-9,4-Biphenylacetic acid Suppliers

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Basic Information

Molecular Structure:
CAS No.:	5728-52-9
Name:	4-Biphenylacetic acid
Article Data:	93

Formula:	C₁₄H₁₂O₂
Molecular Weight:	212.248
Synonyms:	4-Biphenylaceticacid (8CI);Acetic acid, (4-biphenylyl)- (6CI,7CI);([1,1'-Biphenyl]-4-yl)acetic acid;2-(Biphenyl-4-yl)acetic acid;4-Biphenylylaceticacid;4-Carboxymethylbiphenyl;4-Phenylphenylacetic acid;BPAA;Cl 83544;L 141;Seltouch;Traxam;p-Biphenylacetic acid;p-Biphenylylacetic acid;
EINECS:	227-233-2
Density:	1.165 g/cm³
Melting Point:	159-160 °C(lit.)
Boiling Point:	389.8 °C at 760 mmHg
Flash Point:	286.6 °C
Solubility:	39.27mg/L(25 oC)
Appearance:	Off-white powder
Hazard Symbols:	T, Xn
Risk Codes:	23/25-36/37/38-25-36/37/38/63-20/21/22
Safety:	26-36/37/39-45-37/39-28A-26/36/3745/60-20-36
Transport Information:	UN 2811 6.1/PG 3
PSA:	37.30000
LogP:	2.98070

Synthetic route

: 98-80-6
phenylboronic acid

: 1878-68-8
2-(4-bromophenyl)-acetic acid

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With sodium carbonate; Pd-complex on fluorous reversed silica gel In water at 80℃; for 16h; Suzuki reaction;	100%
With carbon-doped cobalt; C118H94N4O7P8; palladium diacetate; sodium carbonate In tetrahydrofuran; water at 20 - 60℃; for 14h; Suzuki Coupling; Inert atmosphere;	100%
With palladium diacetate; potassium carbonate In water; toluene at 65℃; for 20h; Solvent; Suzuki-Miyaura Coupling;	100%

: 59793-29-2
methyl 2-(1,1'-biphenyl-4-yl)acetate

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With methanol; potassium hydroxide for 10h; Reflux;	99%
With water; sodium hydroxide at 70℃; for 4h;	75.5%
With sodium hydroxide In methanol for 4h; Ambient temperature; Yield given;
With water; sodium hydroxide at 20℃; for 3h;	2.56 g

: 31603-77-7
4-biphenylacetonitrile

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With water; potassium hydroxide In ethylene glycol at 120℃; for 16h;	97.6%
With hydrogenchloride
With water; sodium hydroxide for 4h; Time; Reflux;
With sodium hydroxide In water; butan-1-ol at 100℃; for 8h; Temperature;

: 143-66-8
sodium tetraphenyl borate

: 1878-68-8
2-(4-bromophenyl)-acetic acid

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With sodium carbonate; palladium on activated charcoal In water for 1h; Suzuki reaction; Heating;	96%

: 1878-66-6
4-chlorophenylacetic Acid

: potassium phenyltrifluoborate

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With choline chloride; palladium diacetate; sodium carbonate; glycerol at 100℃; for 5h; Suzuki-Miyaura Coupling;	95%
With C16H16Cl2N2O4Pd2; tetrabutylammomium bromide; potassium carbonate In water at 100℃; under 749.884 Torr; for 0.25h; Microwave irradiation; Darkness; Inert atmosphere;	86%

: 14062-23-8
4-biphenylylacetic acid ethyl ester

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
Stage #1: 4-biphenylylacetic acid ethyl ester With potassium hydroxide In water for 0.5h; Reflux; Stage #2: With hydrogenchloride In water	94%
With potassium hydroxide In 1,4-dioxane; water for 18h; Reflux;	76%

: 3418-30-2
2-Chlormethyl-2--<1.3>dioxolan

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With copper(l) iodide; zinc diacetate at 155℃; for 1.5h;	92.6%

: tert-butyl 4-biphenylacetylenyl ether

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With water; triethylamine In toluene at 75℃; for 12h; Inert atmosphere;	92%

: 5428-57-9
2-biphenyl-4-yl-1-morpholin-4-yl-ethanethione

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
With sodium hydroxide for 0.0166667h; microwave irradiation;	90%
With potassium hydroxide 1.) EtOH, reflux; 2.) 100 deg C, 2 h;	79.7%
With sodium hydroxide In methanol; water for 8h; Reflux; Large scale;	78.2%

: C14H9O3(1-)*Na(1+)

: 5728-52-9
(4-biphenylyl)acetic acid

Conditions

Conditions	Yield
Stage #1: C14H9O3(1-)*Na(1+) With hydrazine hydrate; sodium hydroxide In water at 80 - 100℃; for 17h; Stage #2: With hydrogenchloride In water pH=3; Temperature;	87.4%

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Chemistry

Name ：4-Biphenylacetic acid
Synonyms ：BIPHENYL-4-ACETIC ACID;FELBINAC;CI 83544;4-PHENYLPHENYLACETIC ACID;4-CARBOXYMETHYLBIPHENYL;4-BIPHENYLACETIC ACID;[1,1'-BIPHENYL]-4-ACETIC ACID;P-BIPHENYLACETIC ACID

Molecular Structure ：

Molecular Formula ：C₁₄H₁₂O₂
Molecular Weight ：212.25
CAS Registry Number ：5728-52-9
Melting point ：156-160 ^oC
EINECS ：227-233-2
The compound 4-biphenylacetic acid is known and its preparation described in the literature, F. Blicke, et al., J. Am. Chem. Soc., 65, 1725 (1943). U.S. Pat. No. 3,784,704 also discloses the preparation of 4-biphenylacetic acid, and its usein producing long lasting amelioration of pain in warm-blooded animals. French Pat. No. 7,166M, patented Feb. 23, 1970, reports that 4-biphenylacetic acid possesses anti-inflammatory, antipyretic and analgesic activity.

Uses

4-Biphenylacetic acid can be useful, as an antithrombotic agent, in the treatment of well known thrombotic conditions resulting from platelet aggregation. 4-Biphenylacetic acid can be useful in reducing transient ischemic attacks of the brain and possibly the heart. 4-Biphenylacetic acid may also be useful extrinsically in preventing the clotting of shed and/or stored blood and it iscontemplated that its use as a platelet inhibitor extends both in vivo and in vitro platelet aggregation inhibition. 4-Biphenylacetic acid may be merely added to blood in vitro to prevent or inhibit platelet aggregation.

Toxicity Data With Reference

1.	orl-rat LD50:410 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.
2.	ipr-rat LD50:495 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.
3.	scu-rat LD50:148 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.
4.	orl-mus LD50:675 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.
5.	ipr-mus LD50:508 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.
6.	scu-mus LD50:730 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.
7.	scu-dog LD50:320 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.
8.	scu-rbt LD50:1280 mg/kg	KSRNAM Kiso to Rinsho. Clinical Report. 20 (1986),2107.

Safety Profile

Poison by subcutaneous route. Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes.
T: Toxic
R25 ：Toxic if swallowed.
R36/37/38 : Irritating to eyes, respiratory system and skin.
S26 ：In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28 ：After contact with skin, wash immediately with plenty of soap-suds.
S36/37 : Wear suitable protective clothing and gloves.
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)