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ChemicalBook >> CAS DataBase List >>7-TMCA

7-TMCA

CAS No.
24209-38-9
Chemical Name:
7-TMCA
Synonyms
(6R,7R)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-TMCA;7-TMCA/CAS;7-ACA-3-MMT;7-TMCA(7-ACT);7-Amino-3-(1-methylt;Cefmetazole impurity;Cefminox Impurity 24;Intermediate Cefmenoxime;Cefmetazole Impurity-MZ-D
CBNumber:
CB0337272
Molecular Formula:
C10H12N6O3S2
Molecular Weight:
328.37
MDL Number:
MFCD04038120
MOL File:
24209-38-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:48
Product description Number Pack Size Price
7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid TRC-A618205-25G 25g $723
7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid TRC-A618205-1G 1g $263
7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid TRC-A618205-10G 10g $477
7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid 002394 1g $502
7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid 094359 250.00mg $742
More product size

7-TMCA Properties

Melting point 224-226 °C
Boiling point 695.2±65.0 °C(Predicted)
Density 2.04±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Aqueous Acid (Slightly), Aqueous Base (Slightly)
form Solid
pka 2.54±0.50(Predicted)
color Off-White
InChI InChI=1S/C10H12N6O3S2/c1-15-10(12-13-14-15)21-3-4-2-20-8-5(11)7(17)16(8)6(4)9(18)19/h5,8H,2-3,11H2,1H3,(H,18,19)/t5-,8-/m1/s1
InChIKey XUTQHTOXGKVJPN-SVGQVSJJSA-N
SMILES N12[C@@]([H])([C@H](N)C1=O)SCC(CSC1N(C)N=NN=1)=C2C(O)=O
CAS DataBase Reference 24209-38-9(CAS DataBase Reference)

7-TMCA price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-A618205-25G 7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid 24209-38-9 25g $723 2026-06-03 Buy
TRC TRC-A618205-1G 7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid 24209-38-9 1g $263 2026-06-03 Buy
TRC TRC-A618205-10G 7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid 24209-38-9 10g $477 2026-06-03 Buy
Usbiological 002394 7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid 24209-38-9 1g $502 2026-06-03 Buy
Matrix Scientific 094359 7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid 24209-38-9 250.00mg $742 2026-05-18 Buy
Product number Packaging Price Buy
TRC-A618205-25G 25g $723 Buy
TRC-A618205-1G 1g $263 Buy
TRC-A618205-10G 10g $477 Buy
002394 1g $502 Buy
094359 250.00mg $742 Buy

7-TMCA Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Uses

7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid is a cephalosporin derivative with antibacterial activity. 7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid is an intermediate in the preparation of Cefmetazole (C242850) and other semi-synthetic antibiotics.

Synthesis

5-Mercapto-1-methyltetrazole

13183-79-4

7-Aminocephalosporanic acid

957-68-6

7-TMCA

24209-38-9

To a 1000 mL four-neck flask was added 132 mL (141.1 g, 1.57 mol) of dimethyl carbonate and 162 g of boron trifluoride-dimethyl carbonate complex at a controlled temperature of 10-12 °C. Subsequently, 21.5 g (0.185 mol) of 5-mercapto-1-methyltetrazole was added and after stirring for 10 minutes, 50 g (0.184 mol) of 7-aminocephalosporanic acid (7-ACA) was added and the reaction was carried out at 25°C for 45 minutes. After completion of the reaction, the mixture was cooled to 0°C. 32 g (0.283 mol) of chloroacetyl chloride was slowly added dropwise to 37 mL of N,N-dimethylformamide (DMF) solution and the reaction was kept for 45 minutes. To the reaction mixture, 300 mL of water and 300 mL of dimethyl carbonate were added and the phase separation was performed with thorough stirring. The aqueous phase was extracted with 400 mL of dimethyl carbonate and all dimethyl carbonate layers were combined. 5 g of activated carbon was added to decolorize for 30 minutes. Subsequently, the pH was adjusted to 6.8 by dropwise addition of a solution of dimethyl carbonate with triethylamine at 0-5 °C. Crystallization was filtered for 2 h. The filter cake was dried in vacuo at 45 °C to give 67 g (0.180 mol)-7-amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0 ] oct-2-ene-2-carboxylic acid (7-ACT) in 98% yield.

References

[1] Patent: CN105330677, 2016, A. Location in patent: Paragraph 0024
[2] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 12, p. 5534 - 5538
[3] Journal of the Iranian Chemical Society, 2016, vol. 13, # 6, p. 1019 - 1025
[4] Patent: CN105585580, 2016, A. Location in patent: Paragraph 0007; 0031; 0032; 0033
[5] Journal of Heterocyclic Chemistry, 1989, vol. 26, # 2, p. 461 - 464

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View Lastest Price from 7-TMCA manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
7-TMCA pictures 2025-12-24 7-TMCA
24209-38-9
 1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd
7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid pictures 2021-08-12 7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid
24209-38-9
 $10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid pictures 2021-07-02 7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid
24209-38-9
 $10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
  • 7-TMCA pictures
  • 7-TMCA
    24209-38-9
  • $0.10
  • 99.0%
  • Shaanxi Dideu Medichem Co. Ltd

7-TMCA Spectrum

7-AMINO-3-(1-METHYL-5-TETRAZOLYLTHIO)METHYL-3-CEPHEM-4-CARBOXYLIC ACID 7-AMINO-3-(1-METHYLTETRAZOL-5-YLTHIOMETHYL)-3-CEPHEM-4-CARBOXYLIC ACID 7-AMINO-3-([(1-METHYL-TETRAZOLE-5-YL)-THIO]METHYL)-CEPHALOSPORANIC ACID 7-TMCA (6R-trans)-7-amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 7-Amino-3-methyl tetrazolyl cephalosporanic acid (7-TMCA) 3-(1-Methyl-1H-tetra-zolyl)thiomethyl-7-aminocephalosporanicacid 7-Amino-3-[(1-methyl-1H-tetrazo-5-yl)thiomethyl]-3-Cephem-4-carboxylic acid 7-ACA-3-MMT 7-AMINO-3-((1-METHYL-TETRAZOLE-5-YL)-THIOMETHYL)-3-CEPHEM-4-CARBOXYLIC ACID (6R,trans)7-Amino-3-[(1-methyl-1H-tetra-zole-5-yl)thio]methyl-8-oxo-5-thio-1-azabicyclo[4.2.0]oct-2-ene-carboxylic acid 7-Amino-3-(1-methylt 7-Amino-3-[(1-methyltetrazol-5-yl)-thiomethyl]-cephalosporanic acid (6R)-7α-Amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (7R)-3-[(1-Methyl-1H-tetrazole-5-yl)thiomethyl]-7-aminocepham-3-ene-4-carboxylic acid 7-TMCA(7-ACT) 7-AMino-3-(cisopropyl-1-alkenyl)-3-epheM-4-arboxylic acid 7-AMino-3-Methyl tetrazolyl cephalosporanic acid (7-TMCA)7-AMino-3-Methyl tetrazolyl cephalosporanic acid Intermediate Cefmenoxime A oxime cephalosporin intermediates Cefmetazole impurity 7-TMCA/CAS (6R,7R)-7-Amino-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid 2-amino-6-(4-chlorophenyl)-5,7-dihydro-1H-pyrrolo[3,4-d]pyrimidin-4-one Cefminox Sodium Impurity 19 7-Amino-3-methyl-3-cephem-4-carboxylic a 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)- Cefoperazone Impurity 7-TMCA Cefmenoxime Mother Nucleus 7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carbo... 7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylicaci Cefminox Impurity 24 Cefoperazone Impurity J（Cefmetazole Impurity-MZ-D） Cefmetazole Impurity-MZ-D (6R,7R)-7-Amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid (6R,7R)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 24209-38-9 242097-38-9 C10H12N6O3S2 C10H12N5O3S2
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