2-PHENYL-1,3-INDANDIONE

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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View Lastest Price from 2-PHENYL-1,3-INDANDIONE manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd

Product: 2-PHENYL-1,3-INDANDIONE 83-12-5
Price: US $50.00/kg
Min. Order: 1kg
Purity: 99.10%
Supply Ability: 50000kg
Release date: 2024-04-24

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

Hebei Guanlang 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: 2023-04-18

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

Bromindione 2-P-ANISYL-1,3-INDANDIONE FLUINDAROL oxazidione 2-PHENYL-1,3-INDANDIONE fluindione 2-(4-CHLOROPHENYL)INDANE-1,3-DIONE isobromindione 1,3-Indanedione Indan omephine 2-(2-BROMOPHENYL)INDANE-1,3-DIONE 2-(4-METHYLPHENYL)-1H-INDENE-1,3(2H)-DIONE CHEMBRDG-BB 5303536 2-naphthalen-1-ylindene-1,3-dione 2-BROMO-2-PHENYLINDANE-1,3-DIONE CHEMBRDG-BB 5103434 2-CHLORO-2-PHENYLINDANE-1,3-DIONE

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