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Sancycline

Sancycline structure

CAS No:
808-26-4
Formula:
C21H22N2O7
Chemical Name:
Sancycline
Synonyms:
2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-,(4S,4aS,5aR,12aS)-;2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-,[4S-(4α,4aα,5aα,12aα)]-;(4S,4aS,5aR,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide;GS 2147;Bonomycin;6-Demethyl-6-deoxytetracycline;4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide;Sancycline;Norcycline
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Sancycline is a rare semi-synthetic tetracycline prepared by hydrogenolysis of the chloro and benzylic hydroxy moieties of Declomycin。Target:Like other tetracyclines, sancycline acts by reversibly binding to the 30S ribosomal subunit and inhibiting protein translation by blocking entry of aminoacyl-tRNA into the ribosome A site.

Sancycline is a member of tetracyclines.

Sancycline Basic Attributes

Molecular Weight：

414.414

Exact Mass：

414.41

EC Number：

617-177-0

UNII：

ODN00F2SJG

DSSTox ID：

DTXSID5057836

Characteristics

PSA：

161

XLogP3：

-0.67

Density：

1.6±0.1 g/cm3

Melting Point：

208 °C (decomp)

Boiling Point：

750.9±60.0 °C at 760 mmHg

Flash Point：

407.9±32.9 °C

Refractive Index：

1.735

Safety Information

Precautionary statement(s)：

P201, P260, P263, P264, P270, P30, P313

Hazard Statements：

H362

GHS Classification：

H362 (100%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]|P201, P260, P263, P264, P270, and P308+P313|Aggregated GHS information provided by 4 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

6-demethyl-6-desoxytetracycline

Sancycline Use and Manufacturing

A semi-synthetic antibiotic related to tetracycline Sancycline is a rare semi-synthetic tetracycline prepared by hydrogenolysis of the chloro and benzylic hydroxy moieties of declomycin, first reported in 1962. As the simplest of the early tetracyclines, sancycline was the first to be totally synthesised by Conover and co-workers. Like other tetracyclines, sancycline acts by reversibly binding to the 30S ribosomal subunit and inhibiting protein translation by blocking entry of aminoacyl-tRNA into the ribosome A site.

Computed Properties

Molecular Weight:414.4
XLogP3:1.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:2
Exact Mass:414.14270105
Monoisotopic Mass:414.14270105
Topological Polar Surface Area:161
Heavy Atom Count:30
Complexity:892
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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