Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C29H38N4O9 |
| Molecular Weight | 586.6334 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)[C@H]1[C@@H]2C[C@H]3C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]2(O)C(=O)C(C(=O)NCN5CCN(CCO)CC5)=C1O
InChI
InChIKey=XATZHCXBMKRRDO-REHNUXHNSA-N
InChI=1S/C29H38N4O9/c1-28(41)15-5-4-6-18(35)19(15)23(36)20-16(28)13-17-22(31(2)3)24(37)21(26(39)29(17,42)25(20)38)27(40)30-14-33-9-7-32(8-10-33)11-12-34/h4-6,16-17,22,34-35,37-38,41-42H,7-14H2,1-3H3,(H,30,40)/t16-,17-,22-,28+,29-/m0/s1
| Molecular Formula | C29H38N4O9 |
| Molecular Weight | 586.6334 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Pipacycline is a semi-synthetic tetracycline formed by a Mannich condensation of formaldehyde and 4-hydroxyethyl piperazine with tetracycline. The introduction of the piperazine improves bioavailability, but Mannich bases are pro-drugs, converting back to the parent compound. Pipacycline is used commercially as a salt in combination with penicillin V for parenteral use (penimepicycline). Penimepicycline exerts a bactericidal action on the streptococci, and a bacteriostatic action on various gram-positive and gram-negative bacilli, as well as on the penicillin-resistant staphylococci.
Approval Year
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:21:14 GMT 2025
by
admin
on
Mon Mar 31 18:21:14 GMT 2025
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| Record UNII |
PQ3P6082I5
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| Record Status |
Validated (UNII)
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| Record Version |
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Preferred Name | English | ||
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Common Name | English |
| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1595
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1270
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69335
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C66391
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100000081960
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75262
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CHEMBL2105824
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PQ3P6082I5
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1110-80-1
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214-176-3
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SUB09858MIG
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DTXSID00891415
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m8836
Created by
admin on Mon Mar 31 18:21:14 GMT 2025 , Edited by admin on Mon Mar 31 18:21:14 GMT 2025
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PRIMARY | Merck Index |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |
