Diethyl cromoglycate CAS#: 16150-45-1; 凯望编码 (ChemWhat Code): 156774

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

英文名Diethyl cromoglycate
IUPAC Nameethyl 5-[3-(2-ethoxycarbonyl-4-oxochromen-5-yl)oxy-2-hydroxypropoxy]-4-oxochromene-2-carboxylate 
分子结构Diethyl-cromoglycate-CAS-16150-45-1
CAS编号 16150-45-1
别名Diethyl cromoglycate
16150-45-1
Cromophene
Diethyl 5,5′-((2-hydroxypropane-1,3-diyl)bis(oxy))bis(4-oxo-4H-chromene-2-carboxylate)
SMU3BJ0QSN
ethyl 5-[3-(2-ethoxycarbonyl-4-oxochromen-5-yl)oxy-2-hydroxypropoxy]-4-oxochromene-2-carboxylate
Cromoglycic acid diethyl ester
Diethyl 5,5′-((2-hydroxypropane-1,3-diyl)-bis(oxy))bis(4-oxo-4H-chromene-2-carboxylate)
4H-1-Benzopyran-2-carboxylic acid, 5,5′-[(2-hydroxy-1,3-propanediyl)bis(oxy)]bis[4-oxo-, 2,2′-diethyl ester
BRN 1337752
UNII-SMU3BJ0QSN
EC 605-256-2
4H-1-Benzopyran-2-carboxylic acid, 5,5′-((2-hydroxy-1,3-propanediyl)bis(oxy))bis(4-oxo-, diethyl ester
SCHEMBL143979
1,3-Bis(2-ethoxycarbonylchromon-5-yloxy)-2-hydroxypropan
DTXSID20167164
KRBBSLDXYDBFEC-UHFFFAOYSA-N
AC-126
MFCD01762791
AKOS015963154
AS-15223
CS-0151767
FT-0649063
NS00008787
D94547
SODIUM CROMOGLICATE IMPURITY B [EP IMPURITY]
diethyl 5,5′-(2-hydroxypropane-1,3-diyl)bis(oxy)bis(4-oxo-4H-chromene-2-carboxylate)
5,5′-[(2-hydroxytrimethylene)dioxy]bis [4-oxo-4H-1-benzopyran-2-carboxylic acid] diethyl ester
Diethyl 5,5′-[(2-hydroxypropane-1,3-diyl)bis(oxy)]bis(4-oxo-4H-chromene-2-carboxylate), Diethyl cromoglycate
分子式C27H24O11
分子量524.5
InChIInChI=1S/C27H24O11/c1-3-33-26(31)22-11-16(29)24-18(7-5-9-20(24)37-22)35-13-15(28)14-36-19-8-6-10-21-25(19)17(30)12-23(38-21)27(32)34-4-2/h5-12,15,28H,3-4,13-14H2,1-2H3 
InChI KeyKRBBSLDXYDBFEC-UHFFFAOYSA-N
Isomeric SMILESCCOC(=O)C1=CC(=O)C2=C(O1)C=CC=C2OCC(COC3=CC=CC4=C3C(=O)C=C(O4)C(=O)OCC)O

Physical Data

No data available

Melting Point, °C
154 – 156
186
180 – 182

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Temperature (NMR Spectroscopy), °C
Chemical shifts, Spectrum1Hchloroform-d1
Chemical shifts, Spectrum13Cchloroform-d1
Chemical shifts1Hchloroform-d1300
Chemical shifts1HCDCl3
Description (IR Spectroscopy)Solvent (IR Spectroscopy)Comment (IR Spectroscopy)
BandsKBr 1650 cm**(-1)

Route of Synthesis (ROS)

Route of Synthesis (ROS) of Diethyl cromoglycate CAS 16150-45-1
Route of Synthesis (ROS) of Diethyl cromoglycate CAS 16150-45-1
ConditionsYield
With hydrogenchloride at 95 – 100℃; for 28h; Inert atmosphere;80%
With hydrogenchloride In lithium hydroxide monohydrate at 100℃; for 24h; Sealed tube;

Experimental Procedure
3 5,5’- [(2-Hydroxy- 1.3 -propanediyl)bi s(oxy)lbi s [4-oxo-4H- 1 -benzopyran-2- carboxylic acid diethyl ester
A suspension of cromolyn sodium salt (1.0 g, 2 mmol) in EtOH (100 mL) and con. HC1 (1 mL) was heated in a sealed reactor tube for 24 h at 100°C. The white solid was dissolved to give a clear colorless solution while hot. It was allowed to cool to room temperature and NaHCO3 (1.0 g) was added. After stirring for 30 mm at 25°C, solvent was removed by roto-evaporation. Chromatography on silica gel of the crude material using 5:95 methanol/methylene chloride yielded the diethyl ester (0.8 g, 76 % yield); mp 154-156°C; ‘HNIVIR (CDC13, 300 MHz) 1.42 (t, 3H, J=7.1 Hz, CH3), 2.73 (br s, 1H, OH), 4.44 (q, 4H, J=7.1 Hz, 2OCH2CH3), 4.32-4.59 (m, 5H, CHOH, 20CH2), 6.80 (s, 2H, 2 vinyl-H), 6.99 (d, 2H, J=8.24Hz, 2Aro-H), 7.12 (d, 2H, J=8.24Hz, 2Aro-H), 7.17 (d, 2H, J=8.24Hz, 2Aro-H),7.71 (t, 2H, J=8.24 2Aro-H).		76%
With hydrogenchloride In lithium hydroxide monohydrate at 100℃; for 24h; Sealed tube;76%

Safety and Hazards

Pictogram(s)exclamation-mark
SignalWarning
GHS Hazard StatementsH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
Precautionary Statement CodesP261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)

Other Data

No data available

Druglikeness
Lipinski rules component
分子量524.481
logP3.05
HBA7
HBD1
Matching Lipinski Rules3
Veber rules component
Polar Surface Area (PSA)143.89
Rotatable Bond (RotB)12
Matching Veber Rules0
Use Pattern
Diethyl cromoglycate CAS#: 16150-45-1 used be a intermediate of API Sodium Cromoglycate. It is also named 1,3-BIS(2-ETHOXYCARBONYLCHROMON-5-YLOXY)-2-HYDROXYPROPAN:DIETHYLCROMOGLYCATE; 5-[3-(2-carbethoxy-4-keto-chromen-5-yl)oxy-2-hydroxy-propoxy]-4-keto-chromene-2-carboxylicacidethylester;ethyl5-[3-(2-ethoxycarbonyl-4-oxo-chromChemicalbooken-5-yl)oxy-2-hydroxy-propoxy]-4-oxo-chromene-2-carboxylate;ethyl5-[3-(2-ethoxycarbonyl-4-oxochromen-5-yl)oxy-2-hydroxypropoxy]-4-oxochromene-2-carboxylate;Diethyl5,5′-((2-hydroxypropane-1,3-diyl)-bis(oxy))bis(4-oxo-4H-chromene-2-carboxylate). And it is often used as a food coloring additive to give food a vibrant color and enhance its visual appeal. It is commonly used in the production of candies, pastries, confectionery, beverages, and other food products.

试剂采购

没有试剂厂商? 向凯望发送快速询价
想要被列为试剂厂商? (付费服务) 点击这里联系凯望

认证生产商

想要被列为认证生产商 (需要通过认证)? 请下载并填写 这份表格并发邮件到approved-manufacturers@chemwhat.com

其他供应商

Watson International Limited 访问Watson官网

如需其他帮助，请联系我们

联系我们获取其它信息或服务 点击这里联系凯望