65085-01-0 Usage
Originator
Tacef,Takeda,W. Germany,1983
Uses
Different sources of media describe the Uses of 65085-01-0 differently. You can refer to the following data:
1. Cefmenoxime (cas# 65085-01-0) is a compound useful in organic synthesis.
2. Antibacterial.
Definition
ChEBI: A third-generation cephalosporin antibiotic, bearing a 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino group at the 7beta-position and a [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl group at the 3-position.
Manufacturing Process
7β-[α-Methoxyimino-α-(2-aminothiazol-4-yl)acetamido]cephalosporanicacid
trifluoroacetic acid salt is dissolved in a solution of 272 mg of 1-methyl-5-
mercapto-1H-tetrazole, 555 mg of sodium bicarbonate and 68 mg of
triethylbenzylammonium bromide in 10 ml of water. The solution is heated at
60°C in nitrogen atmosphere for 6 hours. After cooling, the reaction solution
is passed through a column of Amberlite XAD-2 and eluted with water and
then with 2.5% ethanol. The procedure yields sodium 7β-[α-methoxyimino-α-
(2-aminothiazol-4-yl)acetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-
cephem-4-carboxylate, MP 174°C to 175°C (decomposition).
Brand name
Cefmax (TAP).
Therapeutic Function
Antibacterial
Antimicrobial activity
A semisynthetic cephalosporin supplied as the hydrochloride.
Its activity is very similar to that of cefotaxime. A
500 mg intramuscular injection achieves a plasma concentration
of 15 mg/L after 40 min. A concentration of 200 mg/L is
attained after intravenous administration of 1 g. The plasma
half-life is c. 1 h. Around 77% is protein bound. Probenecid
increases peak plasma levels and extends the plasma half-life
to 1.8 h. Therapeutic concentrations are achieved in CSF.
There is a degradation product with a long half-life (around
40 h), but 80–92% of the drug is recovered unchanged from
the urine. In patients with renal insufficiency, no significant
relation was found between creatinine clearance and peak
serum concentrations but there was a linear relationship
with plasma half-life and total body clearance. About 10%
of the dose appears in the feces, mostly extensively degraded,
possibly
by the fecal flora.
Toxicity, side effects and clinical use are those common to
group 4 cephalosporins.
Check Digit Verification of cas no
The CAS Registry Mumber 65085-01-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,5,0,8 and 5 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 65085-01:
(7*6)+(6*5)+(5*0)+(4*8)+(3*5)+(2*0)+(1*1)=120
120 % 10 = 0
So 65085-01-0 is a valid CAS Registry Number.
InChI:InChI=1/C16H17N9O5S3/c1-24-16(20-22-23-24)32-5-6-4-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-3-18-15(17)33-7/h3,9,13H,4-5H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8+/t9-,13-/m1/s1
65085-01-0Relevant articles and documents
NOVEL INTERMEDIATES FOR SYNTHESIS OF CEPHALOSPORINS AND PROCESS FOR PREPARATION OF SUCH INTERMEDIATES
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Page 32, (2008/06/13)
A novel 4-halo-2-oxyimino-3-oxo butyric acid-N, N-dimethyl formiminium chloride chlorosulfate of formula (I) useful in the preparation of cephalosporin antibiotics, wherein X is chlorine or bromine; R is hydrogen, C1-4 alkyl group, an easily removable hydroxyl protective group, -CH2COOR5, or -C(CH3)2COOR5, wherein R5 is hydrogen or an easily hydrolysable ester group. The compound of formula (I) is prepared by reacting 4-halo-2-oxyimino-3-oxobutyric acid of formula (IV1), wherein X, R and R5 are as defined above, with N, N-dimethylformiminium chloride chlorosulphate of formula (VII), in an organic solvent at a temperature ranging from -30 °C to -15 °C. The cephalosporins that may be prepared from the intermediate include cefdinir, cefditoren pivoxil, cefepime, cefetamet pivoxil, cefixime, cefmenoxime, cefodizime, cefoselis, cefotaxime, cefpirome, cefpodoxime proxetil, cefquinome, ceftazidime, cefteram pivoxil, ceftiofur, ceftizoxime, ceftriaxone and cefuzonam.
Diethyl chlorophosphate: An effective and convenient coupling reagent of cephalosporin derivatives
Lee, Hong-Woo,Kang, Tae Won,Cha, Kyung Hoi,Kim, Eung-Nam,Choi, Nam-Hee,Kim, Jung-Woo,Hong, Chung Il
, p. 35 - 44 (2007/10/03)
A coupling reagent, diethyl chlorophosphate (DECP) 2, was reacted with 2-(2-amino-4-thiazolyl)-2-syn-alkoxyiminoacetic acid 1 to give an active ester intermediate 3.
Studies on orally active cephalosporin esters. II. Chemical stability of pivaloyloxymethyl esters in phosphate buffer solution
Miyauchi,Sasahara,Fujimoto,Kawamoto,Ide,Nakao
, p. 2369 - 2374 (2007/10/02)
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