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XXII
NASDAQ Manufacturing

22nd Century Group Secures Massively Dilutive $20M Preferred Stock and Warrant Offering

Arie Shkolnikov · Analysis by Wiseek AI
More coverage: Industrial
Sentiment info
Negative
Importance info
10
Price
$3.57
Mkt Cap
$1.821M
52W Low
$3.38
52W High
$841.8
52W Position info
5.6% above low
Off High info
100% below high
Rel. Volume info
1.1× avg
Market data snapshot near publication time

XXII is trading near its 52-week low of $3.38 (5.6% above the low).

Summary

22nd Century Group, Inc. announced a registered direct offering of up to $20 million in Series B Convertible Preferred Stock and warrants, with initial proceeds of $16 million, to repurchase existing preferred stock and fund working capital, signaling extreme dilution for current shareholders.


Key Events · Financing and Capital Events · XXII

  • Securities Purchase Agreement Executed

    The company entered into an agreement for a registered direct offering of up to $20 million, consisting of Series B Convertible Preferred Stock (stated value $1,000 per share) and warrants to purchase common stock.

  • Initial Funding and Potential Second Close

    An initial closing is expected to provide approximately $16.0 million, with a potential second closing for an additional $4.0 million within one year, subject to certain equity conditions.

  • Highly Dilutive Terms

    The Series B Preferred Stock is convertible at a fixed price of $3.57 or a 15% discount to the lowest 20-day volume-weighted average price (VWAP), subject to a floor price. Warrants provide 100% coverage at an exercise price of $3.57 and include anti-dilution protection.

  • Use of Proceeds

    Net proceeds of approximately $5.7 million from the initial close (after fees and expenses) will be used to repurchase $9.65 million of outstanding Series A Convertible Preferred Stock and for general working capital.


Analysis · XXII · Manufacturing

22nd Century Group, Inc. has entered into a securities purchase agreement for a registered direct offering of up to $20 million in Series B Convertible Preferred Stock and warrants. This financing is critically important for the nano-cap company, providing a capital infusion but at an extremely high cost to existing shareholders. The initial $16.0 million raise, with a potential additional $4.0 million, is many multiples of the company's current market capitalization, indicating severe financial distress and a desperate need for capital. The terms are highly dilutive, featuring convertible preferred stock with a variable conversion price (15% discount to VWAP) and 100% warrant coverage, which will significantly increase the outstanding share count. While a portion of the proceeds will repurchase existing Series A Preferred Stock, the net cash for working capital is modest after fees and the repurchase. The inclusion of an ATM program and investor participation rights in future offerings signals ongoing potential for further dilution. This type of financing is often associated with significant shareholder value destruction.

At the time of this filing, XXII was trading at $3.57 on NASDAQ in the Manufacturing sector, with a market capitalization of approximately $1.8M. The 52-week trading range was $3.38 to $841.80. This filing was assessed with negative market sentiment and an importance score of 10 out of 10.

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XXII - Latest Insights

XXII
Jul 02, 2026, 5:15 PM EDT
Filing Type: 8-K
Importance Score:
8
Price at Filing: $4.01
Real-time Price: $4.23 info
Change: +$0.220 (+5%) info
Market Cap: $1.556M info
XXII
Jun 26, 2026, 4:15 PM EDT
Filing Type: 424B3
Importance Score:
9
Price at Filing: $3.93
Real-time Price: $4.23 info
Change: +$0.300 (+8%) info
Market Cap: $1.556M info
XXII
Jun 23, 2026, 5:23 PM EDT
Filing Type: DEF 14A
Importance Score:
10
Price at Filing: $4.70
Real-time Price: $4.23 info
Change: -$0.470 (-10%) info
Market Cap: $1.556M info
XXII
Jun 12, 2026, 5:15 PM EDT
Filing Type: PRE 14A
Importance Score:
9
Price at Filing: $6.52
Real-time Price: $4.23 info
Change: Reverse Stock Split info
Market Cap: $1.556M info
XXII
Jun 12, 2026, 5:00 PM EDT
Filing Type: S-3
Importance Score:
9
Price at Filing: $6.51
Real-time Price: $4.23 info
Change: Reverse Stock Split info
Market Cap: $1.556M info