Carsalam - CAS 2037-95-8

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Category
APIs
Product Name
Carsalam
Catalog Number
2037-95-8
Synonyms
beaprine;carsalam;oxophenhydroxazine;ruhmal;TIMTEC-BB SBB003929;1,3-BENZOXAZINE-2,4-DIONE;2 H-1,3-BENZOXAZINE-2,4(3 H)-DIONE;1,3-Benzoxazine-2,4-(3H)-dione
CAS Number
2037-95-8
Description
Carsalam, a major metabolite of ethyl 2-carbamoyloxybenzoate, is a nonsteroidal anti-inflammatory drug.
Molecular Weight
163.13
Molecular Formula
C8H5NO3
COA
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MSDS
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Canonical SMILES
C1=CC=C2C(=C1)C(=O)NC(=O)O2
InChI
1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)12-8(11)9-7/h1-4H,(H,9,10,11)
InChIKey
OAYRYNVEFFWSHK-UHFFFAOYSA-N
Structure
CAS 2037-95-8 Carsalam
Specification
Melting Point
229-230 °C
Density
1.402±0.06 g/cm3
Appearance
Solid powder
Storage
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -48℃ for long term (months to years).
Solubility
Soluble to 40mg/mL in DMSO
Shelf Life
2 years
Related Products
Reference Reading
1.3-Benzyl-2H-1,3-benzoxazine-2,4(3H)-diones, a new group of antimycobacterial compounds against potentially pathogenic strains.
Waisser K1, Perina M, Kunes J, Klimesová V, Kaustová J. Farmaco. 2003 Nov;58(11):1137-49.
A series of derivatives of 3-benzyl-2H-benzoxazine-2,4(3H)-dione substituted in positions 6, 7 or 8 on the benzoxazine, and in positions 3 or 4 on the benzyl moiety was synthesized. The compounds were evaluated for in vitro antimycobacterial activity against Mycobacterium avium and two strains of Mycobacterium kansasii. The disadvantage of the compounds is in their low solubility in water. The antimycobacterial activity of N-benzylsalicylamides correlates with that of 3-benzyl-2H-1,3-benzoxazin-2,4(3H)-diones and depends on the partition coefficients and electronic indexes.
2.Anticonvulsive activity of a new GABA mimetic drug.
Capasso A1, Biondi A, Palagiano F, Bonina FP, Montenegro L, de Caprariis P, Pistorio E, Sorrentino L. Eur Neuropsychopharmacol. 1997 Feb;7(1):57-63.
This study examines the pharmacological profile of a new GABA mimetic drug, 4-[(2H)-1,3-benzoxazine-2,4(3H)-dione]-butyric acid (BXDBA), using both a behavioral and an anticonvulsive study. The behavior elements considered were locomotor activity, motor coordination, catalepsy, behavior and antinociception. The anticonvulsive study was performed using the convulsive agent bicuculline. BXDBA [10, 20 and 40 mg/kg, intraperitoneally (i.p.)] did not significantly modify animal behavior or the nociceptive threshold of the animals. The anticonvulsive study indicated that BXDBA (10, 20 and 40 mg/kg, i.p.), injected 60 min before bicuculline (10 micrograms/intracerebroventricular (i.c.v.)/mouse) induced a dose-dependent and significant reduction of the convulsive activity of bicuculline whereas it was ineffective if injected immediately before the convulsive agent. Our data indicate that this new GABA mimetic drug possesses good anticonvulsive activity and its ability to block bicuculline-induced convulsions suggests that it could be a GABAA mimetic drug.
3.New groups of antimycobacterial agents: 6-chloro-3-phenyl-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones and 6-chloro-3-phenyl-2H-1,3-benzoxazine-2,4(3H)-dithiones.
Waisser K1, Gregor J, Kubicová L, Klimesová V, Kunes J, Machácek M, Kaustová J. Eur J Med Chem. 2000 Jul-Aug;35(7-8):733-41.
A series of 6-chloro-3-phenyl-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones 3 and a series of 6-chloro-3-phenyl-2H-1,3-benzoxazine-2, 4(3H)-dithiones 4 were synthesized by melting 6-chloro-3-phenyl-2H-1, 3-benzoxazine-2,4(3H)-dione and its derivatives substituted on the phenyl ring 2 with tetraphosphorus decasulfide. Compounds 2c-e, 3 and 4 exhibited in vitro activity against Mycobacterium tuberculosis, M. kansasii (two strains) and M. avium better than or comparable to that of isoniazid. Replacement of the oxo group by a thioxo group at position 4 led to improvement in activity against M. tuberculosis and M. kansasii. The Free-Wilson method and procedure developed by the authors were used to analyse the structure-activity and structure-antimycobacterial profile relationships, respectively.
4.[Antimicrobial salicylanilides and 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-diones].
Waisser K1, Gregor J, Holý P, Kubicová L, Klimesová V, Kaustová J. Ceska Slov Farm. 2001 May;50(3):148-52.
Salicylanilides and 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-diones are strong antimycobacterial substances which can be considered to be potential antituberculotics. In order to be able to verify the prognostics of the relationships between the structure and antimycobacterial activity, the series of previously evaluated substances was extended to include 4'-ethoxycarbonylsalicylanilide, 4'-trifluoromethylsalicylanilide, 4'-cyanidosalicylanilide, 4'-thiocarbamoylsalicylanilide, 3-(4-ethoxycarbonylphenyl)-2H-1,3-benzoxazine-2,4(3H)-dione, 3-(4-trifluoromethylphenyl)-2H-1,3-benzoxazine-2,4(3H)-dione, and 3-(4-cyanidophenyl)-2H-1,3-benzoxazine-2,4-(3H)-dione. The substances were evaluated against Mycobacterium tuberculosis, M. kansasii, and M. avium. In harmony with the previous study (see ref. 1), antimycobacterial activity increased with increasing lipophilicity and electron-acceptor properties of substituents. As the values of regression coefficients were not substantially changed after the complementation of the group, the present authors consider the problem under study to be solved.
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