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2-PHENYL-1,3-INDANDIONE

CAS No.83-12-5
Chemical Name:2-PHENYL-1,3-INDANDIONE
CBNumber:CB3429480
Molecular Formula:C15H10O2
Formula Weight:222.24
MOL File:83-12-5.mol

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)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms PID
FDA UNII 5M7Y6274ZE
ATC code B01AA02

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)

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H301-H317
Precautionary statements P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P264-P270-P301+P310-P321-P330-P405-P501

2-PHENYL-1,3-INDANDIONE Price More Price(1)

Brand: TCI Chemicals (India)
Product number: P1029
Product name : 2-Phenyl-1,3-indandione
Purity: min. 98.0 %
Packaging: 25G
Price: ₹4600
Updated: 2022/05/26
Buy: Buy

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.]