ChemicalBook > CAS DataBase List > 2-PHENYL-1,3-INDANDIONE

2-PHENYL-1,3-INDANDIONE

Product Name
2-PHENYL-1,3-INDANDIONE
CAS No.
83-12-5
Chemical Name
2-PHENYL-1,3-INDANDIONE
Synonyms
PHENINDIONE;PID;Indion;MTA2;Hedulin;2-Phenyl-1H-indene-1,3(2H)-dione;Indon;Bindan;Indema;MTA1L1
CBNumber
CB3429480
Molecular Formula
C15H10O2
Formula Weight
222.24
MOL File
83-12-5.mol
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2-PHENYL-1,3-INDANDIONE Property

Melting point:
144-148 °C(lit.)
Boiling point:
243.3 °C (0.3 mmHg)
Density 
1.1404 (rough estimate)
refractive index 
1.6600 (estimate)
Flash point:
208 °C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Very slightly soluble in water; slightly soluble in ethanol (96%) and in ether. Solutions are yellow to red.
form 
powder to crystal
pka
pKa 4.09(H2O,t =25,I=0.1) (Uncertain)
color 
White to Light yellow
Merck 
14,7234
CAS DataBase Reference
83-12-5(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
25-43
Safety Statements 
36/37/39-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
NK6125000
HS Code 
2914.39.9000
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
83-12-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H317May cause an allergic skin reaction

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
P1029
Product name
2-Phenyl-1,3-indandione
Purity
>98.0%(GC)
Packaging
25g
Price
$70
Updated
2024/03/01
TCI Chemical
Product number
P1029
Product name
2-Phenyl-1,3-indandione
Purity
>98.0%(GC)
Packaging
250g
Price
$361
Updated
2021/12/16
Cayman Chemical
Product number
30060
Product name
Phenindione
Packaging
25mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
30060
Product name
Phenindione
Packaging
50mg
Price
$116
Updated
2024/03/01
Cayman Chemical
Product number
30060
Product name
Phenindione
Packaging
100mg
Price
$217
Updated
2024/03/01
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2-PHENYL-1,3-INDANDIONE Chemical Properties,Usage,Production

Description

Phenindione is an anticoagulant and vitamin K antagonist. It inhibits the reduction of vitamin K1 epoxide to vitamin K1 by vitamin K1 epoxide reductase in rat liver homogenates in a concentration-dependent manner. In vivo, phenindione (500 mg/kg) inhibits prothrombin synthesis and conversion of vitamin K1 epoxide to vitamin K1 in rats by 50 and 57%, respectively. Dietary administration of phenindione (4 mg/kg per day) inhibits aortic atherosclerosis or intracardial thrombosis in rat models of diet-induced atherosclerosis or intravascular thrombosis, respectively.

Chemical Properties

light yellow fluffy fine flakes

Uses

Oral anticoagulant (indanedione).

Uses

Like coumarin derivatives, phenindione, a compound of the indandione class, acts by altering biosynthesis of coagulant proteins in the liver. It is used for preventing and treating thrombosis, thrombophlebitis, and thromboembolism. However, because of a number of side effects such as polyurea, polydipsia, tachycardia, and others, it is rarely used in practical medicine.

Definition

ChEBI: Phenindione is a beta-diketone and an aromatic ketone. It has a role as an anticoagulant. It derives from a hydride of an indane.

brand name

Hedulin (Sanofi Aventis).

Clinical Use

Anticoagulant

Synthesis

Phenindione, 3-phenylindan-1,3-dion (24.1.16), is synthesized in two ways. The first consists of condensating benzaldehyde with phthalide in the presence of sodium ethoxide. Evidently, the resulting phenylmethylenphthalide (24.1.15) rearranges under the reaction conditions to give the desired phenindione (24.1.16). The second method consists of condensation of phenylacetic acid with phthalic anhydride, forming phenylmethylenphthalide (24.1.15), which rearranges further in the presence of sodium ethoxide to phenindione.

Drug interactions

Potentially hazardous interactions with other drugs There are many significant interactions with coumarins. Prescribe with care with regard to the following:
Anticoagulant effect enhanced by: alcohol, amiodarone, anabolic steroids, aspirin, aztreonam, bicalutamide, cephalosporins, chloramphenicol, cimetidine, ciprofloxacin, dronedarone, fibrates, clopidogrel, cranberry juice, danazol, dipyridamole, disulfiram, fibrates, grapefruit juice, levofloxacin, macrolides, metronidazole, nalidixic acid, neomycin, norfloxacin, NSAIDs, ofloxacin, paracetamol, penicillins, ritonavir, rosuvastatin, sulphonamides, thyroid hormones, testosterone, tetracyclines, tigecycline, tramadol, trimethoprim.
Anticoagulant effect decreased by: oral contraceptives, rifamycins, vitamin K.
Anticoagulant effects enhanced/reduced by: anion exchange resins, corticosteroids, dietary changes, enteral feeds.
Analgesics: increased risk of bleeding with IV diclofenac and ketorolac - avoid.
Anticoagulants: increased risk of haemorrhage with apixaban, dabigatran, edoxaban and rivaroxaban - avoid.
Ciclosporin: there have been a few reports of altered anticoagulant effect; decreased ciclosporin levels have been seen rarely

Metabolism

Hepatically metabolised. Metabolites of phenindione often colour the urine pink or orange.

Purification Methods

Crystallise the dione from EtOH (m 156o) or CHCl3 (m 148-150o). [Beilstein 7 H 808, 7 III 4100, 7 IV 2570.]

2-PHENYL-1,3-INDANDIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-PHENYL-1,3-INDANDIONE Suppliers

Apin Chemicals Limited (UK)
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Whyte Chemicals
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MOLEKULA Ltd.
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Chemische Fabrik Berg GmbH
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Sequoia Research Products Ltd.
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VWR International
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View Lastest Price from 2-PHENYL-1,3-INDANDIONE manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
2-phenyl-1,3-indandione 83-12-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-11
Hebei Mojin Biotechnology Co., Ltd
Product
2-PHENYL-1,3-INDANDIONE 83-12-5
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000KG
Release date
2023-07-31

83-12-5, 2-PHENYL-1,3-INDANDIONERelated Search:


  • AURORA KA-4422
  • 2-PHENYL-1,3-INDANDIONE
  • 2-PHENYL-1,3-INDANEDIONE
  • 2-PHENYL-1,3-DIKETOHYDRINDENE
  • 2-PHENYL-1H-INDEN-1,3(2H)-DIONE
  • PHENYLINDIONE
  • PHENINDIONE
  • PHENINDONE
  • Phenylindandione
  • 2-Phenyl-1H-inden-1,3(2H)-dione,99%
  • 1,3(2H)-Indenedione, 2-phenyl-
  • 1,3-Indandione, 2-phenyl-
  • 1,3-Indandione,2-phenyl-
  • 1H-Indene-1,3(2H)-dione, 2-phenyl-
  • 1H-Indene-1,3(2H)-dione,2-phenyl-
  • 2-fenyloindandion-1,3
  • 2-Phenyl-1H-indene-1,3(2H)-dione
  • 2-phenyl-1h-indene-3(2h)-dione
  • 2-phenyl-3-indandione
  • 2-Phenyl-indan-1,3-dione
  • 2-Phenylindan-1,3-dione
  • 2-phenylindan-1-3-dione
  • 2-Phenylindandione
  • Athrombon
  • Bindan
  • Cronodione
  • Danedion
  • Danilon
  • Danilone
  • Diadilan
  • Dindevan
  • Dineval
  • Diophindane
  • Emandion
  • Emandione
  • Eridione
  • Fenhydren
  • Fenilin
  • Fenindion
  • heducin
  • Hedulin
  • Hemolidione
  • Indema
  • Indion
  • Indon
  • Phenhydren
  • Phenillin
  • Phenindion
  • phenindione(INN)
  • Phenylen
  • Phenylin
  • Phenylindanedione
  • Phenyline
  • Phenyllin
  • PID
  • Pindione
  • Rectadione
  • Theradione