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MedKoo Cat#: 585065 | Name: Phthiocol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phthiocol is an antihemorrhagic antibiotic isolated from Mycobacterium tuberculosis.

Chemical Structure

Phthiocol
Phthiocol
CAS#483-55-6

Theoretical Analysis

MedKoo Cat#: 585065

Name: Phthiocol

CAS#: 483-55-6

Chemical Formula: C11H8O3

Exact Mass: 188.0473

Molecular Weight: 188.18

Elemental Analysis: C, 70.21; H, 4.29; O, 25.51

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Phthiocol; Q 1212; Q1212; Q-1212
IUPAC/Chemical Name
1,4-Naphthalenedione, 2-hydroxy-3-methyl- (9CI)
InChi Key
LULCPJWUGUVEFU-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H8O3/c1-6-9(12)7-4-2-3-5-8(7)11(14)10(6)13/h2-5,13H,1H3
SMILES Code
O=C1C(O)=C(C)C(C2=C1C=CC=C2)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 188.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Moura-Alves P, Faé K, Houthuys E, Dorhoi A, Kreuchwig A, Furkert J, Barison N, Diehl A, Munder A, Constant P, Skrahina T, Guhlich-Bornhof U, Klemm M, Koehler AB, Bandermann S, Goosmann C, Mollenkopf HJ, Hurwitz R, Brinkmann V, Fillatreau S, Daffe M, Tümmler B, Kolbe M, Oschkinat H, Krause G, Kaufmann SH. AhR sensing of bacterial pigments regulates antibacterial defence. Nature. 2014 Aug 28;512(7515):387-92. doi: 10.1038/nature13684. Epub 2014 Aug 13. PubMed PMID: 25119038. 2: de Souza NB, de Andrade IM, Carneiro PF, Jardim GA, de Melo IM, da Silva Júnior EN, Krettli AU. Blood shizonticidal activities of phenazines and naphthoquinoidal compounds against Plasmodium falciparum in vitro and in mice malaria studies. Mem Inst Oswaldo Cruz. 2014 Aug;109(5):546-52. Epub 2014 Aug 5. PubMed PMID: 25099332; PubMed Central PMCID: PMC4156448. 3: Gardner PR. Superoxide production by the mycobacterial and pseudomonad quinoid pigments phthiocol and pyocyanine in human lung cells. Arch Biochem Biophys. 1996 Sep 1;333(1):267-74. PubMed PMID: 8806780. 4: Mohsen A, Omar ME, Habib NS. Some novel phthiocol and menadione thiosemicarbozone derivatives as potential anticancer and antimicrobial agents. Pharmazie. 1978 Jan;33(1):81-2. PubMed PMID: 353823. 5: Roushdi IM, Habib NS. Synthesis of some quinones of potential antitubercular activity. Pharmazie. 1977 Oct;32(10):562-3. PubMed PMID: 607210. 6: Roushdi IM, Ibrahim ES, Habib NS. Synthesis of 1.4-naphthoquinones-4-aryl(aroyl)hydrazones of potential antimicrobial activity. Pharmazie. 1976;31(12):856-9. PubMed PMID: 1023262. 7: MACIASR FM. Phthiocol and menadione as acetate-replacing factors for Lactobacillus delbrueckii. J Bacteriol. 1961 Nov;82:657-61. PubMed PMID: 14467904; PubMed Central PMCID: PMC279232. 8: QUAGLIARIELLO E, AURICCHIO S, SORDINO R, PIAZZA M. [Effects of phthiocol and menadione on the reaction of 3-hydroxyanthranilic acid to quinolinic acid; probable mechanism of action of their inhibiting effect]. Boll Soc Ital Biol Sper. 1957 Jan-Feb;33(1-2):159-62. Italian. PubMed PMID: 13446236. 9: PORTELLA A. [Effect of phthiocol on the action of naphthoquinone in vitro on Mycobacterium tuberculosis]. Boll Soc Ital Biol Sper. 1953 Dec;29(12):1911-4. Undetermined Language. PubMed PMID: 13160202. 10: SMITH CC. Absence of hemorrhage inducing activity in phthiocol derivatives with a basic nitrogen in side chain. Proc Soc Exp Biol Med. 1950 Apr;73(4):562-3. PubMed PMID: 15417597. 11: FRANCIS J, MADINAVEITIA J, et al. Isolation from acid-fast bacteria of a growth-factor for Mycobacterium johnei and of a precursor of phthiocol. Nature. 1949 Mar 5;163(4140):365. PubMed PMID: 18112287. 12: LICHSTEIN HC, VAN de SAND VF. The antibiotic activity of violacein, prodigiosin, and phth iocol. J Bacteriol. 1946 Jul;52:145. PubMed PMID: 20994883. 13: Lichstein HC, Van De Sand VF. The Antibiotic Activity of Violacein, Prodigiosin, and Phthiocol. J Bacteriol. 1946 Jul;52(1):145-6. PubMed PMID: 16561146; PubMed Central PMCID: PMC518152. 14: MEUNIER P, MENTZER C, BUU HOI. [Not Available]. Bull Soc Chim Biol (Paris). 1945 Apr-Jun;27:191-4. Undetermined Language. PubMed PMID: 21005649. 15: Gaffron H. o-PHENANTHROLINE AND DERIVATIVES OF VITAMIN K AS STABILIZERS OF PHOTOREDUCTION IN SCENEDESMUS. J Gen Physiol. 1945 Jan 20;28(3):269-85. PubMed PMID: 19873420; PubMed Central PMCID: PMC2142666. 16: Gaffron H. SOME EFFECTS OF DERIVATIVES OF VITAMIN K ON THE METABOLISM OF UNICELLULAR ALGAE. J Gen Physiol. 1945 Jan 20;28(3):259-68. PubMed PMID: 19873419; PubMed Central PMCID: PMC2142670. 17: Fernholz E, Ansbacher S. VITAMIN K ACTIVITY OF SYNTHETIC PHTHIOCOL. Science. 1939 Sep 1;90(2331):215. PubMed PMID: 17840109.

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PK-3

PK-3