1-[(Isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Basic Information

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CAS Number

87239-81-4

Molecular Formula

C21H27N5O9S2

Molecular Weight

557.61 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

148-150°C

Solubility

Soluble in DMSO

Specific Rotation

+35 °-+48 ° (10mg/ml, MeOH)

SMILES

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CC(C)OC(=O)OC(C)OC(=O)C1=C(CS[C@H]2N1C(=O)[C@H]2NC(=O)/C(=N\OC)/c3csc(n3)N)COC

InChI

InChI=1S/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/b25-13-/t10?,14-,18-/m1/s1

InChIKey

LTINZAODLRIQIX-FBXRGJNPSA-N

LogP

0.8270000000000005

Topological Polar Surface Area

180.97000000000003 Å²

Hydrogen Bond Donor/Acceptor

3 / 14

Complexity

976

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

Light Sensitive

Toxicity

LD50 in male, female mice, male, female rats (mg/kg): >10000, >10000, >2000, >2000 s.c., 3502, 2535, >4000, >4000 i.p.; >8000, >8000, >4000, >4000 orally (Nakao, 1988)

Synonyms & References

English

Cefpodoxime Proxetil
Cefpodoxime
vantin
(rs)-1(isopropoxycarbonyloxy)ethyl (+)-(6r,7r)-7-[2-(2-amino-4-thiazolyl)-2-[(z)methoxyimino]acetamido]-3-methoxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
1-isopropoxycarbonyloxyethyl (6R,7R)-7-[2-(2-aminothiazol-4-yl)-2-(Z)-(methoxyimino)acetamido]-3-(methoxymethyl)-3-cephem-4-carboxylate
BANAN
CEFODOX
cefpodoxime-proxetil
cefprodoxime proxetil
CS-807
JP,USP
ORELOX
OTREON
R-3763
Doxef
Cepodem
Cefoprox
DSSTox_CID_2766
DSSTox_RID_76722
cefpodoxime 1-(isopropyloxycarbonyloxy)ethyl ester
DSSTox_GSID_22766
(RS)-1-((Isopropoxycarbonyl)oxy)ethyl (+)-(6R,7R)-7-(2-(2-amino-4-thiazolyl)-2-((Z)-methoxyimino)acetamido)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
Cephpodoxime Proxetil
Simplicef
CS 807
Xtum-O
1-{[(propan-2-yloxy)carbonyl]oxy}ethyl 7beta-[(2Z)-2-(
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-, 1-[[(1-methylethoxy)carbonyl]oxy]ethyl ester, [6R-[6α,7β(Z)]]- (ZCI)
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-, 1-[[(1-methylethoxy)carbonyl]oxy]ethyl ester, (6R,7R)- (9CI)
(RS)-1-(Isopropoxycarbonyloxy)ethyl (+)-(6R,7R)-7-[2-(2-amino-4-thiazolyl)-2-[(Z)-(methoxyimino]acetamido]-3-methoxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Antibiotic CS 807

MDL Number

MFCD00865088

Customs Code

2941905990

FAQ

What is 1-[(Isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (CAS: 87239-81-4)?

1-[(Isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (CAS: 87239-81-4) is a complex organic compound containing a bicyclic structure and multiple functional groups, including amino, thiazole, and ester groups. It is known for its high molecular complexity and is often used in specialized chemical applications. Its chemical formula is C18H24N4O7S2, and it exhibits specific solubility and reactivity characteristics that are important for its functionality.

What are the main uses of 1-[(Isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (CAS: 87239-81-4)?

This compound is primarily used in pharmaceutical research for the development of drugs targeting specific biological pathways. It also finds applications in organic synthesis as a building block for more complex molecules. Due to its structural complexity, it may be utilized in advanced research settings and specialized industrial processes. Its use in food or consumer products is limited, as it is not commonly available for such applications.

Is 1-[(Isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (CAS: 87239-81-4) safe?

The safety of this compound depends on its specific application and handling. As a chemical intermediate, it may require proper protective measures such as gloves and ventilation. It is recommended to follow safety guidelines for chemical handling and to consult safety data sheets (SDS) for detailed information on toxicity and exposure limits. While it is not classified as highly toxic, it should be treated with care in laboratory and industrial environments.

How should 1-[(Isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (CAS: 87239-81-4) be stored?

This compound should be stored in a cool, dry, and dark place, ideally at 2-8°C, to maintain stability and prevent degradation. It should be kept in a tightly sealed container to avoid moisture exposure and should be protected from light. Proper storage conditions are essential to ensure its integrity and effectiveness in research or industrial applications.