Topotecan Acetate

Base Information

• Chemical Name: Topotecan Acetate
• CAS No.: 123948-88-9
• Molecular Formula: C23H23N3O5^.C2H4O2
• Molecular Weight: 481.505
• NSC Number: 627634
• Mol file: 123948-88-9.mol

Synonyms:TOPOTECANACETATE;123948-88-9;Topotecan Acetate;acetic acid;(19S)-8-[(dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione;(S)-10-((dimethylamino)methyl)-4-ethyl-4,9-dihydroxy-1,12-dihydro-14H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H)-dione acetate;SCHEMBL1231036;LYUVKGDSGUQAAH-BQAIUKQQSA-N;NSC627634;AKOS037748870;NSC-627634

Chemical Property of Topotecan Acetate

Chemical Property:

• PSA: 142.19000
• LogP: 1.93770
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 481.18490021
• Heavy Atom Count: 35
• Complexity: 898

Purity/Quality:

98%Min ^*data from raw suppliers

TOPOTECAN ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC(=C5CN(C)C)O)N=C4C3=C2)O.CC(=O)O
• Isomeric SMILES: CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC(=C5CN(C)C)O)N=C4C3=C2)O.CC(=O)O

Technology Process of Topotecan Acetate

There total 2 articles about Topotecan Acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-10-hydroxycamptothecin (19685-09-7,64439-81-2) + acetic acid (64-19-7,77671-22-8) + dimethyl amine (124-40-3) → 9-<(dimethylamino)methyl>-10-hydroxy-(20S)-camptothecin acetate salt (123948-88-9)

Guidance literature:

In water; for 42h;

DOI:10.1021/jm00105a017

Reference yield:

camptothecin (7689-03-4,91926-09-9) → 9-<(dimethylamino)methyl>-10-hydroxy-(20S)-camptothecin acetate salt (123948-88-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 62 percent / H₂O / 42 h

In water;

DOI:10.1021/jm00105a017

Reference yield:

9-<(dimethylamino)methyl>-10-hydroxy-(20S)-camptothecin acetate salt (123948-88-9) → (S)-10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-12-methylene-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (942429-91-6) + (S)-10-hydroxycamptothecin (19685-09-7,64439-81-2) + Topotecan hydrochloride (119413-54-6,123949-07-5) + camptothecin (7689-03-4,91926-09-9)

Guidance literature:

With hydrogenchloride; In water; for 0.25h;

upstream raw materials:

formaldehyd

(S)-10-hydroxycamptothecin

acetic acid

dimethyl amine

Downstream raw materials:

(S)-10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-12-methylene-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

(S)-10-hydroxycamptothecin

Topotecan hydrochloride

camptothecin