Guamecycline | CAS#16545-11-2

MedKoo Cat#: 341318 | Name: Guamecycline

Description:

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

Guamecycline, also known as NSC 118695, is an antibiotic with Antitumor Activity.

Chemical Structure

Guamecycline

CAS#16545-11-2 (free base)

Theoretical Analysis

MedKoo Cat#: 341318

Name: Guamecycline

CAS#: 16545-11-2 (free base)

Chemical Formula: C29H38N8O8

Exact Mass: 626.2813

Molecular Weight: 626.67

Elemental Analysis: C, 55.58; H, 6.11; N, 17.88; O, 20.42

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 #

13040-98-7 (HCl) 16545-11-2 (free base)

Synonym

Guamecycline; NSC 118695; NSC-118695; NSC118695; N1,N1-Diethyleniminobiguanidomethyltetracycline; Tetrabiguanide; Xanthomycin A; Xantomicina;

IUPAC/Chemical Name

N-[[4-[[(Aminoiminomethyl)amino](imino)methyl]piperazin-1-yl]methyl]tetracycline

InChi Key

DIRJDIBCAHCCFL-AQFAATAFSA-N

InChi Code

InChI=1S/C29H38N8O8/c1-28(44)13-5-4-6-16(38)17(13)21(39)18-14(28)11-15-20(35(2)3)22(40)19(24(42)29(15,45)23(18)41)25(43)33-12-36-7-9-37(10-8-36)27(32)34-26(30)31/h4-6,14-15,20,38,40-41,44-45H,7-12H2,1-3H3,(H,33,43)(H5,30,31,32,34)/t14-,15-,20-,28+,29-/m0/s1

SMILES Code

CN([C@H]1[C@@H]2C[C@H]3C(C(c4c([C@]3(O)C)cccc4O)=O)=C([C@@]2(C(C(C(NCN5CCN(C(NC(N)=N)=N)CC5)=O)=C1O)=O)O)O)C

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

>2 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 626.67 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.

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: Logico G, Favero S, Piva A, Conz A. [Bacterial activity and salivary concentration of xanthocycline]. G Stomatol Ortognatodonzia. 1984 Oct-Dec;3(4):718-9. Italian. PubMed PMID: 6443215. 2: Nishimura T, Kitajima J, Omura S, Tanaka N. Antitumor activity of an antibiotic identical with or closely related to xanthomycin A. J Antibiot (Tokyo). 1981 Jul;34(7):856-61. PubMed PMID: 7287588. 3: Bocarnea C, Duminica A. [Guamecycline in the treatment of acute pneumopathies. Clinical research and comparison with other tetracyclines]. Minerva Med. 1972 Nov 21;63(83):4533-6. Italian. PubMed PMID: 4565314. 4: Lányi M, Hordós A, Major T, Tarján E, Zolnay E. Guamecycline in bronchial infections due to Diplococcus pneumoniae. Panminerva Med. 1972 Jan-Feb;14(1-2):24-9. PubMed PMID: 4156979. 5: Bottero A, Pellegrini R, Lops M. [Effects of aerosol administration of guamecycline in patients with broncho-pulmonary diseases]. Epatologia. 1971 Jan-Feb;17(1):85-95. Italian. PubMed PMID: 5147865. 6: Toshkov A, Slavcheva E. [Inhibiting effects of guamecycline and of tetracycline hydrochloride on antibody-producing cells of the spleen and lymph nodes]. Arch Sci Med (Torino). 1971 Jan-Mar;128(1):43-5. Italian. PubMed PMID: 5106864. 7: Bottoni P, Lombardi G. [Antibiotics in the prevention of exacerbation of chronic bronchitis. Comparative clinical study with guamecycline and tetracycline HCl]. G Ital Mal Torace. 1970 Jul-Aug;24(4):197-200 passim. Italian. PubMed PMID: 5516897. 8: Domenichini E, Carbonera D, Cambieri F, Ruozi P, Pellegrini R. Guamecycline and the bronchopulmonary system. Measurement of antibiotic levels in bronchial secretion. Farmaco Prat. 1969 Oct;24(10):663-70. PubMed PMID: 5361894. 9: Lodigiani E, Ruozi P. [Biliary elimination of N1,N1-diethyleniminobiguanido-methyl-tetracicline in humans]. Arch Sci Med (Torino). 1969 Sep;126(9):618-22. Italian. PubMed PMID: 17340814. 10: Ruozi P, Pellegrini R, Piazza G. [Human bronchial epithelium appearance after treatment with guamecycline. Electron microscopy study]. G Ital Mal Torace. 1969 Jul-Aug;23(4):173-82. Italian. PubMed PMID: 5404444. 11: Seassaro E. [Studies on guamecycline: transplacental passage and therapeutic effect in obstetrics]. Quad Clin Ostet Ginecol. 1969 Jun;24(6):413-20. Italian. PubMed PMID: 5398762. 12: Merlini M, Goi A, Rognoni F. [Influence of guamecycline on fetal development]. Arch Sci Med (Torino). 1969 Jun;126(6):360-3. Italian. PubMed PMID: 5363534. 13: Pellegrini R, Ruozi P. Preliminary report: electron microscopical appearance of human bronchial epithelium after long-term treatment with guamecycline by aerosol route. Scand J Infect Dis. 1969;1(3):217-8. PubMed PMID: 5406225. 14: Pellegrini R, Morandini GC. [Evaluation of respiratory function in patients with bronchopneumopathies treated with guamecycline and, in comparison, with tetracycline HCl]. G Ital Mal Torace. 1968 Nov-Dec;22(6):405-11. Italian. PubMed PMID: 5729891. 15: Carbonera D, Domenichini E, Villa S, Pellegrini R. [Blood antibiotic levels after administration of tetracycline HCl and of a new tetracycline derivative (guamecycline), using an aerosol with intermittent positive pressure breathing]. G Ital Mal Torace. 1968 Nov-Dec;22(6):375-80. Italian. PubMed PMID: 4892357. 16: DOUGALL D, ABRAHAM EP. Xanthomycin A. Nature. 1955 Aug 6;176(4475):256. PubMed PMID: 13244671.