Trimethoprim

  • CAT Number: A000988
  • CAS Number: 738-70-5
  • Molecular Formula: C14H18N4O3
  • Molecular Weight: 290.3
  • Purity: ≥95%
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Trimethoprim (TMP) is an antibiotic used mainly in the treatment of bladder infections. Other uses include for middle ear infections and travelers/’ diarrhea. With sulfamethoxazole or dapsone it may be used for Pneumocystis pneumonia in people with HIV/AIDS. It is taken by mouth. Trimethoprim was first used in 1962.

Catalog Number A000988
CAS Number 738-70-5
Synonyms

738-70-5; Proloprim; Trimpex; Bactramin; Monotrimin

Molecular Formula

C14H18N4O3

Purity 95%
Storage -20°C
InChI 1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)
InChIKey IEDVJHCEMCRBQM-UHFFFAOYSA-N
SMILES COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N
Reference

1: Fowler PW, Cole K, Gordon NC, Kearns AM, Llewelyn MJ, Peto TEA, Crook DW,
Walker AS. Robust Prediction of Resistance to Trimethoprim in Staphylococcus
aureus. Cell Chem Biol. 2018 Jan 4. pii: S2451-9456(17)30437-3. doi:
10.1016/j.chembiol.2017.12.009. [Epub ahead of print] PubMed PMID: 29307840.
<br>

2: Pacheco-Martínez MM, Cervantes-Ríos E, García-Rodríguez MDC, Ortiz-Mu&#241;iz R.
Trimethoprim-sulfamethoxazole treatment increases the Pig-a mutant frequency in
peripheral blood from severely malnourished rats. Mutat Res. 2017 Dec
30;807:31-36. doi: 10.1016/j.mrfmmm.2017.12.002. [Epub ahead of print] PubMed
PMID: 29306055.

<br>
3: Mancano MA. ISMP Adverse Drug Reactions: Allergic Angina Caused by Fluconazole
Rhabdomyolysis Caused by Risperidone High Incidence of Hyponatremia With
High-Dose Trimethoprim-Sulfamethoxazole Lithium Carbonate-Induced Hypersalivation
Persistent Hemorrhage After Idarucizumab Administration. Hosp Pharm. 2017
Jul;52(7):455-458. doi: 10.1177/0018578717717621. Epub 2017 Sep 11. PubMed PMID:
29276272; PubMed Central PMCID: PMC5735715.
<br>

4: Bowen AC, Carapetis JR, Currie BJ, Fowler V Jr, Chambers HF, Tong SYC.
Sulfamethoxazole-Trimethoprim (Cotrimoxazole) for Skin and Soft Tissue Infections
Including Impetigo, Cellulitis, and Abscess. Open Forum Infect Dis. 2017 Nov
2;4(4):ofx232. doi: 10.1093/ofid/ofx232. eCollection 2017 Fall. Review. PubMed
PMID: 29255730; PubMed Central PMCID: PMC5730933.

<br>
5: Slim R, Asmar N, Yaghi C, Honein K, Sayegh R, Chelala D.
Trimethoprim-Sulfamethoxazole-induced Hepatotoxicity in a Renal Transplant
Patient. Indian J Nephrol. 2017 Nov-Dec;27(6):482-483. doi:
10.4103/ijn.IJN_339_16. PubMed PMID: 29217891; PubMed Central PMCID: PMC5704419.
<br>

6: Graves RA, Phan KV, Bostanian LA, Mandal TK, Pramar YV. Physicochemical
Stability of an Oral Suspension of Trimethoprim 20 mg/mL in Combination with
Sulfadiazine 200 mg/mL in PCCA Base SuspendIt. Int J Pharm Compd. 2017
Sep-Oct;21(5):430-435. PubMed PMID: 29216620.
<br>

7: Wu CJ, Chiu TT, Lin YT, Huang YW, Li LH, Yang TC. Role of smeU1VWU2X Operon in
the Alleviation of Oxidative Stresses and the Occurrence of
Sulfamethoxazole/trimethoprim-resistant Mutants in Stenotrophomonas maltophilia.
Antimicrob Agents Chemother. 2017 Dec 4. pii: AAC.02114-17. doi:
10.1128/AAC.02114-17. [Epub ahead of print] PubMed PMID: 29203487.
<br>

8: Rossio R, Arcudi S, Peyvandi F, Piconi S. Persistent and severe hypoglycemia
associated with trimethoprim-sulfamethoxazole in a frail diabetic man on
polypharmacy: A case report and literature review&#8233;. Int J Clin Pharmacol Ther.
2017 Nov 30. doi: 10.5414/CP203084. [Epub ahead of print] PubMed PMID: 29191263.
<br>

9: Miller LG. Cephalexin plus trimethoprim-sulfamethoxazole was not superior to
cephalexin alone for the treatment of outpatient non-purulent cellulitis. Evid
Based Med. 2017 Dec;22(6):213. doi: 10.1136/ebmed-2017-110796. Epub 2017 Nov 10.
Review. PubMed PMID: 29127212.
<br>

10: Williams MF, Doss EP, Montgomery M. Possible
Trimethoprim-Sulfamethoxazole-Induced Hemolytic Anemia: A Case Report. J Pharm
Pract. 2017 Dec;30(6):653-657. doi: 10.1177/0897190016683303. Epub 2016 Dec 14.
PubMed PMID: 29121838.

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