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Screening compounds

Orteronel

Also known as orteronelum, 6-((7S)-7-Hydroxy-6,7-dihydro-5H-pyrrolo(1,2-c)imidazol-7-yl)-N-methyl-2-naphthalenecarboxamide, 6-[(7S)-7-Hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methyl-2-naphthalenecarboxamide

CAS 566939-85-3Formula C18H17N3O2Molar mass 307.35 g/molEC 687-683-4
GHS signal word: Danger. Pictograms: Serious health hazard 5 suppliers listed
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Orteronel chemical structure, C18H17N3O2, CAS 566939-85-3
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
566939-85-3
Formula
C18H17N3O2
Molar mass
307.35 g/mol
EC number
687-683-4
HS code
293399
Category
Screening compounds

What is Orteronel?

Plain description, key identifiers and synonyms

Orteronel is a member of the class of pyrroloimidazoles that is 6,7-dihydro-5H-pyrrolo[1,2-c]imidazole substituted by hydroxy and 6-(methylcarbamoyl)naphthalen-2-yl groups at position 7 (the 7S-stereoisomer). It is a non-steroidal 17,20-lyase inhibitor that suppresses androgen synthesis. It was previously in clinical development for the treatment of castration-resistant prostate cancer trial now discontinued. It has a role as an antineoplastic agent, an EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor and a sterol biosynthesis inhibitor. It is a secondary carboxamide, a tertiary alcohol, a pyrroloimidazole and a naphthalenecarboxamide.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
6-[(7S)-7-hydroxy-5,6-dihydropyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide
CAS number
566939-85-3Other or deprecated CAS: 426219-23-0
EC number
687-683-4
Molecular formula
C18H17N3O2
UNII
UE5K2FNS92
MDL number
MFCD20528078
InChIKey
OZPFIJIOIVJZMN-SFHVURJKSA-N
InChI
InChI=1S/C18H17N3O2/c1-19-17(22)14-3-2-13-9-15(5-4-12(13)8-14)18(23)6-7-21-11-20-10-16(18)21/h2-5,8-11,23H,6-7H2,1H3,(H,19,22)/t18-/m0/s1
Canonical SMILES
CNC(=O)c1ccc2cc(C3(O)CCn4cncc43)ccc2c1
Isomeric SMILES
CNC(=O)C1=CC2=C(C=C1)C=C(C=C2)[C@]3(CCN4C3=CN=C4)O

Synonyms

  • orteronelum
  • 6-((7S)-7-Hydroxy-6,7-dihydro-5H-pyrrolo(1,2-c)imidazol-7-yl)-N-methyl-2-naphthalenecarboxamide
  • 6-[(7S)-7-Hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methyl-2-naphthalenecarboxamide
  • 6-[(7S)-7-hydroxy-5H,6H,7H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide
  • 6-((7S)-7-hydroxy-5H,6H,7H-pyrrolo(1,2-c)imidazol-7-yl)-N-methylnaphthalene-2-carboxamide
  • CYP17A1 Lyase Inhibitor TAK-700
  • Androgen Synthesis Inhibitor TAK-700
  • TAK 700
  • (S)-6-(7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)-N-methyl-2-naphthamide
  • (S)-Orteronel
  • 6-[(7S)-7-hydroxy-5,6-dihydropyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide
  • TAK-700 (S-form)
  • 6-[(7S)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methylnaphthalene-2-carboxamide
  • 6-((7S)-7-hydroxy-6,7-dihydro-5H-pyrrolo(1,2-c)imidazol-7-yl)-N-methyl-2-naphthamide
  • 6-[(7s)-7-hydroxy-6,7-dihydro-5h-pyrrolo[1,2-c]imidazol-7-yl]-N-methyl-2-naphthamide
  • (+)-orteronel
  • 566939-85-3 (s-isomer)
  • Orteronel (JAN/USAN)
  • 566939-85-3,Orteronel
  • (R)-6-(7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)-N-methyl-2-naphthamide
  • (S)-TAK700
  • csa:566939-85-3, Orteronel
  • Orteronel,CAS:566939-85-3
  • CYP17A1 Inhibitor II, TAK-700
  • compound (+)-3c
Show all 28 synonyms
  • 2-Naphthalenecarboxamide, 6-((7S)-6,7-dihydro-7-hydroxy-5H-pyrrolo(1,2-c)imidazol-7-yl)-N-methyl-
  • 6-[(7S)-6,7-dihydro-7-hydroxy-5H-pyrrolo[1,2-c]imidazol-7-yl]-N-methyl-2-naphthalenecarboxamide
  • 6-[(7S)-7-hydroxy-5,6-dihydropyrrolo[1,2-c]imidazol-7-yl]-N-methyl-naphthalene-2-carboxamide

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
307.35 g/molcalc.
Exact mass
307.1321 Dacalc.
LogP (octanol/water)
2.04calc.
Topological polar surface area
67.15 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
2calc.
Heavy atoms
23calc.
Rings
4calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.22calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc2cc(C3CCn4cncc43)ccc2c1

c1ccc2cc(C3CCn4cncc43)ccc2c1

4 rings, 18 atoms.

6 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H361Suspected of damaging fertility or the unborn child.
  • H372Causes damage to organs through prolonged or repeated exposure.
Precautionary statements (9)
  • P203Obtain, read and follow all safety instructions before use.
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P318If exposed or concerned, get medical advice.
  • P319Get medical help if you feel unwell.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Orteronel suppliers

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Where suppliers are based

5 suppliers in 3 countries

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Orteronel price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Roles

  • antineoplastic agent
  • enzyme inhibitor
  • pharmaceutical
  • sterol biosynthesis inhibitor

Pharmacology

Orteronel is an orally bioavailable non-steroidal androgen synthesis inhibitor of steroid 17alpha-monooxygenase (17,20 lyase) with potential antiandrogen activity. TAK-700 binds to and inhibits the steroid 17alpha-monooxygenase in both the testes and adrenal glands, thereby inhibiting androgen production. This may decrease androgen-dependent growth signaling and may inhibit cell proliferation of androgen-dependent tumor cells. The cytochrome P450 enzyme CYP17A1 (P450C17), localized to the endoplasmic reticulum (ER), exhibits both 17alpha-hydroxylase and 17,20-lyase activities, and plays a key role in the steroidogenic pathway that produces steroidal hormones, such as progestins, mineralocorticoids, glucocorticoids, androgens, and estrogens.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Orteronel is traded under.

HS 2933.99Indicative HS code

Heterocyclic compounds with nitrogen hetero-atom(s) only, other

World exports in 2024
$12.1B
−31.0% vs 2023, imports $28.8B
2019 to 2024
Top exporters
  1. China30.5%
  2. India * partner reported16.3%
  3. Ireland9.0%
Top importers
  1. Slovenia31.7%
  2. Italy24.2%
  3. United States5.0%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Orteronel is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Orteronel, based on the data on this page

What is Orteronel?

Orteronel is a member of the class of pyrroloimidazoles that is 6,7-dihydro-5H-pyrrolo[1,2-c]imidazole substituted by hydroxy and 6-(methylcarbamoyl)naphthalen-2-yl groups at position 7 (the 7S-stereoisomer). It is a non-steroidal 17,20-lyase inhibitor that suppresses androgen synthesis.

What is the CAS number of Orteronel?

The CAS registry number of Orteronel is 566939-85-3. Other or deprecated CAS numbers: 426219-23-0.

What is the molecular formula and weight of Orteronel?

The molecular formula of Orteronel is C18H17N3O2 and its molar mass is 307.35 g/mol.

What is Orteronel used for?

Known uses and roles of Orteronel include building blocks in research and laboratory, screening compounds in research and laboratory, antineoplastic agent, enzyme inhibitor, pharmaceutical and 1 more.

Is Orteronel hazardous?

Orteronel carries the GHS signal word "Danger". Main hazards: suspected of damaging fertility or the unborn child, causes damage to organs through prolonged or repeated exposure. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Orteronel?

Orteronel is usually classified under HS code 293399 (Heterocyclic compounds with nitrogen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Orteronel?

CompoundList lists 5 suppliers of Orteronel in China, United States and Canada. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Orteronel?

Suppliers quote Orteronel on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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